Highly E-selective synthesis of α,β-unsaturated amides from N-2- methoxyphenyl aldimines via lithium ynolates

Mitsuru Shindo, Soichiro Oya, Ryoko Murakami, Yusuke Sato, Kozo Shishido

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Lithium ynolates reacted with N-2-methoxyphenyl (OMP) aldimines to afford α,β-unsaturated amides in excellent E-selectivity via a retro- Mannich reaction of the 2:1 adducts (β-lactams), followed by cleavage of the β-lactam enolates. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)5947-5950
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number31
DOIs
Publication statusPublished - Jul 29 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Highly E-selective synthesis of α,β-unsaturated amides from N-2- methoxyphenyl aldimines via lithium ynolates'. Together they form a unique fingerprint.

  • Cite this