The stereoselective construction of all-carbon quaternary stereocenters by allylations and its application to synthetic studies of natural products

Akihiro Sakama, Akihiro Ogura, Keisuke Yoshida, Ken Ichi Takao

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of organic compounds containing all.. carbon quaternary stereocenters through the addition of allylmetals to aldehydes is still a challenge. In this account we describe two methods to achieve this transformation stereoselectively: One involves the zinc-mediated Barbier-type allylation and the other allylboration of a sugar.. derived aldehyde. These methods were applied to the total synthesis of (+)-vibsanin A, and the synthesis of the tricyclic core of (-)-callophycoic acid A.

Original languageEnglish
Pages (from-to)1039-1047
Number of pages9
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume78
Issue number11
DOIs
Publication statusPublished - 2020 Nov 1

ASJC Scopus subject areas

  • Organic Chemistry

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