The Experts below are selected from a list of 165 Experts worldwide ranked by ideXlab platform
Anthony G M Barrett - One of the best experts on this subject based on the ideXlab platform.
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meroterpenoid synthesis via sequential polyketide aromatization and cationic polyene cyclization total syntheses of hongoquercin a and b and related meroterpenoids
Journal of Organic Chemistry, 2018Co-Authors: Daniel C Elliott, Stephanie Reid, Andrew J P White, Philip J Parsons, Anthony G M BarrettAbstract:(+)-Hongoquercin A and B were synthesized from commercially available trans, trans-farnesol in six and eleven steps, respectively, using dual biomimetic strategies with polyketide aromatization and subsequent polyene functionalization from a common farnesyl-resorcylate intermediate. Key steps involve Pd(0)-catalyzed decarboxylative Allylic Rearrangement of a dioxinone β,δ-diketo ester to a β,δ-diketo dioxinone, which was readily aromatized into the corresponding resorcylate, and subsequent polyene cyclization via enantioselective protonation or regioselective terminal alkene oxidation and cationic cyclization of enantiomerically enriched epoxide to furnish the tetracyclic natural product cores. Analogues of the hongoquercin were synthesized via halonium-induced polyene cyclizations, and the meroterpenoid could be further functionalized via saponification, hydrolytic decarboxylation, reduction, and amidation reactions.
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Meroterpenoid Synthesis via Sequential Polyketide Aromatization and Cationic Polyene Cyclization: Total Syntheses of (+)-Hongoquercin A and B and Related Meroterpenoids
2018Co-Authors: Daniel C Elliott, Stephanie Reid, Andrew J P White, Philip J Parsons, Anthony G M BarrettAbstract:(+)-Hongoquercin A and B were synthesized from commercially available trans,trans-farnesol in six and eleven steps, respectively, using dual biomimetic strategies with polyketide aromatization and subsequent polyene functionalization from a common farnesyl-resorcylate intermediate. Key steps involve Pd(0)-catalyzed decarboxylative Allylic Rearrangement of a dioxinone β,δ-diketo ester to a β,δ-diketo dioxinone, which was readily aromatized into the corresponding resorcylate, and subsequent polyene cyclization via enantioselective protonation or regioselective terminal alkene oxidation and cationic cyclization of enantiomerically enriched epoxide to furnish the tetracyclic natural product cores. Analogues of the hongoquercin were synthesized via halonium-induced polyene cyclizations, and the meroterpenoid could be further functionalized via saponification, hydrolytic decarboxylation, reduction, and amidation reactions
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meroterpenoid total synthesis conversion of geraniol and farnesol into amorphastilbol grifolin and grifolic acid by dioxinone β keto acylation palladium catalyzed decarboxylative Allylic Rearrangement and aromatization
Tetrahedron Letters, 2017Co-Authors: Andrew J P White, Anthony G M BarrettAbstract:Abstract Biomimetic total syntheses of resorcinols amorphastilbol, grifolin and grifolic acid have been completed in four steps starting from geraniol and farnesol without the use of phenolic protection. The key steps involve C-acylation of dioxinone-β-keto esters, followed by palladium catalyzed decarboxylative Allylic Rearrangement and biomimetic aromatization.
Shashidhar Nizalapur - One of the best experts on this subject based on the ideXlab platform.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
ChemInform, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:Starting from aryl propiolates of Baylis—Hillman alcohols an important class of 1,5-bisarylpent-1-en-4-ynes is prepared.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
Tetrahedron Letters, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:A highly regio- and stereoselective Pd-catalyzed tandem Allylic Rearrangement/intramolecular decarboxylative coupling of aryl propiolates derived from Baylis–Hillman alcohols leading to the formation of an important class of 1,5-diarylpent-1-en-4-ynes has been developed. The aryl propiolates of Baylis–Hillman alcohols derived from methyl acrylate provided exclusively (E)-1,5-diarylpent-1-en-4-ynes while the aryl propiolates of Baylis–Hillman alcohols derived from acrylonitrile provided exclusively (Z)-1,5-diarylpent-1-en-4-ynes.
Tummanapalli Satyanarayana - One of the best experts on this subject based on the ideXlab platform.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
ChemInform, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:Starting from aryl propiolates of Baylis—Hillman alcohols an important class of 1,5-bisarylpent-1-en-4-ynes is prepared.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
Tetrahedron Letters, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:A highly regio- and stereoselective Pd-catalyzed tandem Allylic Rearrangement/intramolecular decarboxylative coupling of aryl propiolates derived from Baylis–Hillman alcohols leading to the formation of an important class of 1,5-diarylpent-1-en-4-ynes has been developed. The aryl propiolates of Baylis–Hillman alcohols derived from methyl acrylate provided exclusively (E)-1,5-diarylpent-1-en-4-ynes while the aryl propiolates of Baylis–Hillman alcohols derived from acrylonitrile provided exclusively (Z)-1,5-diarylpent-1-en-4-ynes.
Andrew J P White - One of the best experts on this subject based on the ideXlab platform.
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meroterpenoid synthesis via sequential polyketide aromatization and cationic polyene cyclization total syntheses of hongoquercin a and b and related meroterpenoids
Journal of Organic Chemistry, 2018Co-Authors: Daniel C Elliott, Stephanie Reid, Andrew J P White, Philip J Parsons, Anthony G M BarrettAbstract:(+)-Hongoquercin A and B were synthesized from commercially available trans, trans-farnesol in six and eleven steps, respectively, using dual biomimetic strategies with polyketide aromatization and subsequent polyene functionalization from a common farnesyl-resorcylate intermediate. Key steps involve Pd(0)-catalyzed decarboxylative Allylic Rearrangement of a dioxinone β,δ-diketo ester to a β,δ-diketo dioxinone, which was readily aromatized into the corresponding resorcylate, and subsequent polyene cyclization via enantioselective protonation or regioselective terminal alkene oxidation and cationic cyclization of enantiomerically enriched epoxide to furnish the tetracyclic natural product cores. Analogues of the hongoquercin were synthesized via halonium-induced polyene cyclizations, and the meroterpenoid could be further functionalized via saponification, hydrolytic decarboxylation, reduction, and amidation reactions.
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Meroterpenoid Synthesis via Sequential Polyketide Aromatization and Cationic Polyene Cyclization: Total Syntheses of (+)-Hongoquercin A and B and Related Meroterpenoids
2018Co-Authors: Daniel C Elliott, Stephanie Reid, Andrew J P White, Philip J Parsons, Anthony G M BarrettAbstract:(+)-Hongoquercin A and B were synthesized from commercially available trans,trans-farnesol in six and eleven steps, respectively, using dual biomimetic strategies with polyketide aromatization and subsequent polyene functionalization from a common farnesyl-resorcylate intermediate. Key steps involve Pd(0)-catalyzed decarboxylative Allylic Rearrangement of a dioxinone β,δ-diketo ester to a β,δ-diketo dioxinone, which was readily aromatized into the corresponding resorcylate, and subsequent polyene cyclization via enantioselective protonation or regioselective terminal alkene oxidation and cationic cyclization of enantiomerically enriched epoxide to furnish the tetracyclic natural product cores. Analogues of the hongoquercin were synthesized via halonium-induced polyene cyclizations, and the meroterpenoid could be further functionalized via saponification, hydrolytic decarboxylation, reduction, and amidation reactions
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meroterpenoid total synthesis conversion of geraniol and farnesol into amorphastilbol grifolin and grifolic acid by dioxinone β keto acylation palladium catalyzed decarboxylative Allylic Rearrangement and aromatization
Tetrahedron Letters, 2017Co-Authors: Andrew J P White, Anthony G M BarrettAbstract:Abstract Biomimetic total syntheses of resorcinols amorphastilbol, grifolin and grifolic acid have been completed in four steps starting from geraniol and farnesol without the use of phenolic protection. The key steps involve C-acylation of dioxinone-β-keto esters, followed by palladium catalyzed decarboxylative Allylic Rearrangement and biomimetic aromatization.
Dhanunjaya Naidu Vangapandu - One of the best experts on this subject based on the ideXlab platform.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
ChemInform, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:Starting from aryl propiolates of Baylis—Hillman alcohols an important class of 1,5-bisarylpent-1-en-4-ynes is prepared.
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a highly regio and stereoselective pd catalyzed tandem Allylic Rearrangement intramolecular decarboxylative coupling of aryl propiolates derived from baylis hillman adducts
Tetrahedron Letters, 2015Co-Authors: Tummanapalli Satyanarayana, Dhanunjaya Naidu Vangapandu, Parthasarathy Muthuraman, Shashidhar NizalapurAbstract:A highly regio- and stereoselective Pd-catalyzed tandem Allylic Rearrangement/intramolecular decarboxylative coupling of aryl propiolates derived from Baylis–Hillman alcohols leading to the formation of an important class of 1,5-diarylpent-1-en-4-ynes has been developed. The aryl propiolates of Baylis–Hillman alcohols derived from methyl acrylate provided exclusively (E)-1,5-diarylpent-1-en-4-ynes while the aryl propiolates of Baylis–Hillman alcohols derived from acrylonitrile provided exclusively (Z)-1,5-diarylpent-1-en-4-ynes.