The Experts below are selected from a list of 45 Experts worldwide ranked by ideXlab platform
Magnus Pfaffenbach - One of the best experts on this subject based on the ideXlab platform.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating 1 2 3 triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH2C ≡ CCH2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine.
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Structural complexity through Multicomponent Cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH_2C ≡ CCH_2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine. Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH_2C≡CCH_2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalysed [5 + 2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalysed or thermal [4 + 2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions—the homologous Diels–Alder and Diels–Alder Cycloadditions—through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating
2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step and time economical conversion of simple starting materials to complex and thus valueadded targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C≡CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metalcatalyzed [5+2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4+2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions - the homologous Diels-Alder and Diels-Alder Cycloadditions - through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
Paul A Wender - One of the best experts on this subject based on the ideXlab platform.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating 1 2 3 triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH2C ≡ CCH2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine.
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Structural complexity through Multicomponent Cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH_2C ≡ CCH_2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine. Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH_2C≡CCH_2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalysed [5 + 2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalysed or thermal [4 + 2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions—the homologous Diels–Alder and Diels–Alder Cycloadditions—through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating
2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step and time economical conversion of simple starting materials to complex and thus valueadded targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C≡CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metalcatalyzed [5+2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4+2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions - the homologous Diels-Alder and Diels-Alder Cycloadditions - through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
Dennis N Fournogerakis - One of the best experts on this subject based on the ideXlab platform.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating 1 2 3 triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH2C ≡ CCH2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine.
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Structural complexity through Multicomponent Cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH_2C ≡ CCH_2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine. Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH_2C≡CCH_2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalysed [5 + 2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalysed or thermal [4 + 2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions—the homologous Diels–Alder and Diels–Alder Cycloadditions—through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating
2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step and time economical conversion of simple starting materials to complex and thus valueadded targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C≡CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metalcatalyzed [5+2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4+2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions - the homologous Diels-Alder and Diels-Alder Cycloadditions - through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
Fuyuhiko Inagaki - One of the best experts on this subject based on the ideXlab platform.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating 1 2 3 triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH2C ≡ CCH2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine.
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Structural complexity through Multicomponent Cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH_2C ≡ CCH_2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine. Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH_2C≡CCH_2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalysed [5 + 2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalysed or thermal [4 + 2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions—the homologous Diels–Alder and Diels–Alder Cycloadditions—through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating
2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step and time economical conversion of simple starting materials to complex and thus valueadded targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C≡CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metalcatalyzed [5+2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4+2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions - the homologous Diels-Alder and Diels-Alder Cycloadditions - through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
Ryan V Quiroz - One of the best experts on this subject based on the ideXlab platform.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating 1 2 3 triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH2C ≡ CCH2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine.
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Structural complexity through Multicomponent Cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents
Nature Chemistry, 2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Cascade reactions allow step-economical generation of molecular complexity. Now, a butatriene equivalent, TMSCH_2C ≡ CCH_2OH, is used to couple two powerful and convergent Cycloadditions — the homologous Diels–Alder ([5 + 2]) and the Diels–Alder ([4 + 2]) reactions –– through a vinylogous Peterson elimination, en route to a series of kinase inhibitors inspired by staurosporine. Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH_2C≡CCH_2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalysed [5 + 2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalysed or thermal [4 + 2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions—the homologous Diels–Alder and Diels–Alder Cycloadditions—through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.
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structural complexity through Multicomponent Cycloaddition cascades enabled by dual purpose reactivity regenerating
2014Co-Authors: Paul A Wender, Dennis N Fournogerakis, Matthew S Jeffreys, Ryan V Quiroz, Fuyuhiko Inagaki, Magnus PfaffenbachAbstract:Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step and time economical conversion of simple starting materials to complex and thus valueadded targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here we report a Multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C≡CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metalcatalyzed [5+2] Cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4+2] Cycloaddition. TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent Cycloadditions - the homologous Diels-Alder and Diels-Alder Cycloadditions - through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles.