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Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation.

ABSTRACT: Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of "classic" natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge.

SUBMITTER: Liu Y

PROVIDER: S-EPMC4222294 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation.

Liu Yiyang Y Liniger Marc M McFadden Ryan M RM Roizen Jenny L JL Malette Jacquie J Reeves Corey M CM Behenna Douglas C DC Seto Masaki M Kim Jimin J Mohr Justin T JT Virgil Scott C SC Stoltz Brian M BM

Beilstein journal of organic chemistry 20141028

Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of "classic" natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact ...[more]

PMID: 25383121

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