Enantioselective total synthesis of convolutamydines B and E

Tomoaki Nakamura, Shin Ichi Shirokawa, Seijiro Hosokawa, Atsuo Nakazaki, Susumu Kobayashi

Research output: Contribution to journalArticle

100 Citations (Scopus)

Abstract

The first enantioselective total synthesis of convolutamydines B and E has been achieved using our vinylogous Mukaiyama aldol reaction. The synthesis features highly diastereoselective vinylogous Mukaiyama aldol reaction with isatin instead of aldehydes to construct a chiral center of convolutamydines. Additionally, the absolute configuration of natural convolutamydine B has been determined as R by its CD spectrum.

Original languageEnglish
Pages (from-to)677-679
Number of pages3
JournalOrganic Letters
Volume8
Issue number4
DOIs
Publication statusPublished - 2006 Feb 16
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Nakamura, T., Shirokawa, S. I., Hosokawa, S., Nakazaki, A., & Kobayashi, S. (2006). Enantioselective total synthesis of convolutamydines B and E. Organic Letters, 8(4), 677-679. https://doi.org/10.1021/ol052871p