Novel sequential sigmatropic rearrangements of allylic diols: Application to the total synthesis of ( - )-kainic acid

Katsunori Kitamoto, Mana Sampei, Yasuaki Nakayama, Takaaki Satou, Noritaka Chida

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

Sequential sigmatropic rearrangements (Claisen/Claisen and Claisen/Overman) of enantiopure allylic diols are described. The reactions proceeded in complete diastereoselectivity without protecting group manipulations. The sequential Claisen/Overman rearrangement was successfully applied to the total synthesis of ( - )-kainic acid.

Original languageEnglish
Pages (from-to)5756-5759
Number of pages4
JournalOrganic Letters
Volume12
Issue number24
DOIs
Publication statusPublished - 2010 Dec 17

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Kainic Acid
manipulators
acids
synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Novel sequential sigmatropic rearrangements of allylic diols : Application to the total synthesis of ( - )-kainic acid. / Kitamoto, Katsunori; Sampei, Mana; Nakayama, Yasuaki; Satou, Takaaki; Chida, Noritaka.

In: Organic Letters, Vol. 12, No. 24, 17.12.2010, p. 5756-5759.

Research output: Contribution to journalArticle

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