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Diastereodivergent combined carbometalation/zinc homologation/C-C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters.

ABSTRACT: A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two enantiomers starting from a single enantiomer of the starting material.

SUBMITTER: Roy SR

PROVIDER: S-EPMC6022242 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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Diastereodivergent combined carbometalation/zinc homologation/C-C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters.

Roy Sudipta Raha SR Didier Dorian D Kleiner Amir A Marek Ilan I

Chemical science 20160524 9

A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two enantiomers starting from a single enantiomer of the starting material. ...[more]

PMID: 30034740

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