Asymmetrie aldol reaction of acetaldehyde and isatin derivatives for the total syntheses of ent-convolutamydine e and cpc-1 and a half fragment of madindoline A and B

Takahiko Itoh, Hayato Ishikawa, Yujiro Hayashi

Research output: Contribution to journalArticlepeer-review

190 Citations (Scopus)

Abstract

The asymmetric aldol reaction of isatin derivatives and acetaldehyde has been developed using 4-hydroxydiarylprolinol as a catalyst, affording the aldol products with high enantioselectivity, these products being key intermediates in the synthesis of 3-hydroxyindole alkaloids. Short syntheses of ent-convolutamydine E and CPC-1 and a half fragment of madindoline A and B have been accomplished.

Original languageEnglish
Pages (from-to)3854-3857
Number of pages4
JournalOrganic letters
Volume11
Issue number17
DOIs
Publication statusPublished - 2009 Sep 3
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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