Conjugate addition of organocopper reagents to n-tosylated α, β-unsaturated amides

Hideo Nagashima, Nobuyasu Ozaki, Masayoshi Washiyama, Kenji ltoh

Research output: Contribution to journalArticlepeer-review

68 Citations (Scopus)

Abstract

N-Tosylated α, β-unsaturated amides and lactams undergo facile conjugate addition with R2CuLi or RMgX/CuI (cat.). Stereoselective synthesis of trans-β,γ-dialkyl-γ-lactams can be achieved by this procedure. The resulting N-tosylamide moiety is further transformed to alcohol and several carbonyl compounds by way of reduction or nucleophillic displacement.

Original languageEnglish
Pages (from-to)657-660
Number of pages4
JournalTetrahedron Letters
Volume26
Issue number5
DOIs
Publication statusPublished - 1985
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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