Enantioselective carbanion cyclization of 5-alkenyl carbamates induced by asymmetric lithiation with s-butyllithium/(-)-sparteine system

Katsuhiko Tomooka, Nobuyuki Komine, Tomoya Sasaki, Hideo Shimizu, Takeshi Nakai

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

Treatment of (E)-6-phenyl-5-hexenyl carbamates with s-BuLi/(-)-sparteine is shown to afford the trans-1,2-disubstituted cyclopentane derivatives in high % ee, along with the bicyclo[3.1.0]hexanes (bicyclization products).

Original languageEnglish
Pages (from-to)9715-9718
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number52
DOIs
Publication statusPublished - Dec 24 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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