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J. S. Yadav - One of the best experts on this subject based on the ideXlab platform.
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Studies towards the Total Synthesis of Kadcotrione B
Synthesis, 2019Co-Authors: Julakanti Satyanarayana Reddy, Marri Gangababu, Patel Manimala, Aluru Rammohan, J. S. YadavAbstract:A convergent and efficient approach towards the total synthesis of Kadcotrione B is described. For this purpose, the syntheses of two fragments, 6/6/5-fused tricyclic ring and C-9 side chain, were accomplished. The salient features of these syntheses are the utilization of aldol condensation, Evans aldol reaction, Horner–Wadsworth–Emmons Olefination, Michael addition, Robinson annulation, and Wacker oxidation.
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Stereoselective total synthesis of 10-epi-tirandamycin E
Tetrahedron, 2017Co-Authors: J. S. Yadav, Santu Dhara, Debendra K. MohapatraAbstract:A stereoselective total synthesis of 10-epi-tirandamycin E is described, employing desymmetrization protocol, ring-closing metathesis (RCM), acid-catalyzed ketalization, substrate controlled dihydroxylation and Horner-Wadsworth-Emmons Olefination as key reactions.
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Formal Total Synthesis of Brevisamide by Using a Tandem Isomerization/C–O and C–C Bond Formation Reaction
European Journal of Organic Chemistry, 2016Co-Authors: Shivalal Banoth, J. S. Yadav, Saurabh Maity, Sudheer R. Kumar, Debendra K. MohapatraAbstract:A highly stereoselective formal total synthesis of brevisamide is described that proceeds through a convergent pathway and utilizes our own tandem isomerization/C–O and C–C bond formation reaction as the key step to construct the trans-2,6-disubstituted dihydropyran ring system. Other significant reactions in this synthesis include an iodolactonization, a Crimmins-modified “non-Evans” syn aldol reaction, and a Horner–Wadsworth–Emmons Olefination.
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Synthesis of the C‐8–C‐24 Fragment of Maltepolide C by Using a Tandem Dihydroxylation/SN2 Cyclization Sequence
European Journal of Organic Chemistry, 2015Co-Authors: Debendra K. Mohapatra, D. Sai Reddy, G. Sudhakar Reddy, J. S. YadavAbstract:A highly stereoselective synthesis of the C-8–C-24 fragment of maltepolide C has been achieved in a convergent and efficient manner by utilizing a tandem Sharpless asymmetric dihydroxylation (SAD)/SN2 cyclization reaction sequence as the key step. Other important steps include a Crimmins-modified Evans aldol reaction, a Brown asymmetric allylation, a Horner–Wadsworth–Emmons Olefination, and a Corey–Bakshi–Shibata (CBS) reduction.
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Synthesis of the C45–C53 tetrahydropyran domain of norhalichondrins and the C14–C22 tetrahydrofuran domain of the halichondrin family
RSC Advances, 2012Co-Authors: Gowravaram Sabitha, J. S. Yadav, G. Chandrashekhar, Kavitha Rachineni, Bharatam JagadeeshAbstract:Sequential asymmetric α-aminoxylation of aldehydes and Horner–Wadsworth–Emmons Olefination has been used as the key reaction for the synthesis of the C45–C53 tetrahydropyran domain of norhalichondrins and C14–C22 tetrahydrofuran domain of halichondrin family.
Robert M. Williams - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of (+/-)-Oleocanthal via a Tandem Intramolecular Michael Cyclization-HWE Olefination.
Tetrahedron Letters, 2009Co-Authors: Brandon J. English, Robert M. WilliamsAbstract:Abstract A synthesis of racemic oleocanthal has been accomplished in 11 steps from 1,3 propanediol by a key tandem intramolecular Michael cyclization–Horner–Wadsworth–Emmons Olefination.
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synthesis of oleocanthal via a tandem intramolecular michael cyclization hwe Olefination
Tetrahedron Letters, 2009Co-Authors: Brandon J. English, Robert M. WilliamsAbstract:Abstract A synthesis of racemic oleocanthal has been accomplished in 11 steps from 1,3 propanediol by a key tandem intramolecular Michael cyclization–Horner–Wadsworth–Emmons Olefination.
Arrigo Scettri - One of the best experts on this subject based on the ideXlab platform.
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Convenient procedure of Horner–Wadsworth–Emmons Olefination for the synthesis of simple and functionalized α,β-unsaturated nitriles
Tetrahedron Letters, 2003Co-Authors: Alessandra Lattanzi, Liliana R. Orelli, Patrizia Barone, Antonio Massa, Patrizia Iannece, Arrigo ScettriAbstract:A mild and practical procedure of Horner–Wadsworth–Emmons Olefination promoted by lithium hydroxide and α-cyano phosphonates has been set up for the synthesis of α,β-unsaturated nitriles. The reaction conditions are tolerated by functionalized ketones and the exclusive formation of E-γ-hydroxy α,β-unsaturated nitriles has been observed.
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An easy approach to butenolides by Horner-Wadsworth-Emmons Olefination of α-hydroxy ketones
Tetrahedron Letters, 1995Co-Authors: Francesco Bonadies, Antonella Cardilli, Alessandra Lattanzi, Silvia Pesci, Arrigo ScettriAbstract:Abstract By treatment with stabilized lithium phosphonates in the presence of activated 4A molecular sieves, unprotected α-hydroxy ketones 1 undergo a convenient Horner-Wadsworth-Emmons Olefination to give directly butenolides 3 as exclusive or predominant products.
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A new procedure for Horner-Wadsworth-Emmons Olefination of carbonyl compounds
Tetrahedron Letters, 1994Co-Authors: Francesco Bonadies, Antonella Cardilli, Alessandra Lattanzi, Liliana R. Orelli, Arrigo ScettriAbstract:Abstract aldehydes undergo an efficient E-stereoselective Horner-Wadsworth-Emmons Olefination by generation of phosphonate carbanion with lithium hydroxide. The reaction proceeds satisfactorily with linear, cyclic, polifunctional ketones in the presence of activated zeolites and and by the slow addition of the base.
Debendra K. Mohapatra - One of the best experts on this subject based on the ideXlab platform.
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Stereoselective total synthesis of 10-epi-tirandamycin E
Tetrahedron, 2017Co-Authors: J. S. Yadav, Santu Dhara, Debendra K. MohapatraAbstract:A stereoselective total synthesis of 10-epi-tirandamycin E is described, employing desymmetrization protocol, ring-closing metathesis (RCM), acid-catalyzed ketalization, substrate controlled dihydroxylation and Horner-Wadsworth-Emmons Olefination as key reactions.
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Formal Total Synthesis of Brevisamide by Using a Tandem Isomerization/C–O and C–C Bond Formation Reaction
European Journal of Organic Chemistry, 2016Co-Authors: Shivalal Banoth, J. S. Yadav, Saurabh Maity, Sudheer R. Kumar, Debendra K. MohapatraAbstract:A highly stereoselective formal total synthesis of brevisamide is described that proceeds through a convergent pathway and utilizes our own tandem isomerization/C–O and C–C bond formation reaction as the key step to construct the trans-2,6-disubstituted dihydropyran ring system. Other significant reactions in this synthesis include an iodolactonization, a Crimmins-modified “non-Evans” syn aldol reaction, and a Horner–Wadsworth–Emmons Olefination.
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Synthesis of the C‐8–C‐24 Fragment of Maltepolide C by Using a Tandem Dihydroxylation/SN2 Cyclization Sequence
European Journal of Organic Chemistry, 2015Co-Authors: Debendra K. Mohapatra, D. Sai Reddy, G. Sudhakar Reddy, J. S. YadavAbstract:A highly stereoselective synthesis of the C-8–C-24 fragment of maltepolide C has been achieved in a convergent and efficient manner by utilizing a tandem Sharpless asymmetric dihydroxylation (SAD)/SN2 cyclization reaction sequence as the key step. Other important steps include a Crimmins-modified Evans aldol reaction, a Brown asymmetric allylation, a Horner–Wadsworth–Emmons Olefination, and a Corey–Bakshi–Shibata (CBS) reduction.
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Total Synthesis of (−)-Tirandamycin C Utilizing a Desymmetrization Protocol
The Journal of organic chemistry, 2012Co-Authors: J. S. Yadav, Santu Dhara, Sk. Samad Hossain, Debendra K. MohapatraAbstract:A highly stereoselective total synthesis of (−)-tirandamycin C has been achieved following a desymmetrization protocol developed in our group, Horner–Wadsworth–Emmons Olefination, acid-catalyzed ketalization, Still–Gennari (Z)-selective Olefination, and Dieckmann cyclization as key reactions.
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The first asymmetric total syntheses of 3((1R,2R)- and 3((1S,2R)-2-(12-methyltridecyl)cyclopropyl)propanoic acid
Tetrahedron Letters, 2012Co-Authors: Debendra K. Mohapatra, Nagesh Guguloth, J. S. YadavAbstract:The first efficient total syntheses of 3((1R,2R)- and 3((1S,2R)-2-(12-methyltridecyl)cyclopropyl)propanoic acid have been achieved following a chelation controlled modified Simmon–Smith cyclopropanation, Wittig reaction, Horner–Wadsworth–Emmons Olefination, and p-toluenesulfonyl hydrazide catalyzed hydrogenation as key reactions in good overall yield.
Samir Zard - One of the best experts on this subject based on the ideXlab platform.
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facile and efficient one pot synthesis of highly functionalized thieno 2 3 b thiopyran 4 ones from beta keto epsilon xanthyl phosphonates
Organic Letters, 2008Co-Authors: Matthieu Corbet, Samir ZardAbstract:The one-pot synthesis of various functionalized thieno[2,3-b]thiopyran-4-ones from readily available β-keto e-xanthyl phosphonates has been accomplished by combining a Horner−Wadsworth−Emmons Olefination with a base-induced intramolecular domino cyclization/thio-Michael addition. The use of cyclic ketones in this transformation allowed a facile access to novel spiro-type thieno[2,3-b]thiopyran structures.
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Facile and Efficient One-Pot Synthesis of Highly Functionalized Thieno[2,3b]thiopyran-4-ones from b-Keto e-Xanthyl Phosphonates
Organic Letters, 2008Co-Authors: Matthieu Corbet, Samir ZardAbstract:Synthesis of various functionalized thieno[2,3-b]thiopyran-4-ones from readily available β-keto ε-xanthyl phosphonates has been accomplished by combining a Horner−Wadsworth−Emmons Olefination with a base-induced intramolecular domino cyclization/thio-Michael addition. The use of cyclic ketones in this transformation allowed a facile access to novel spiro-type thieno[2,3-b]thiopyran structures.