New method for activation of aldimines in cycloaddition of lithium ynolates with N-2-methoxyphenyl imines leading to β-lactams

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

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

The cycloaddition of the N-2-methoxyphenyl aldimines with lithium ynolates was efficiently accelerated via chelation to give β-lactam enolates, which immediately reacted with one more equivalent of the imine to give β-lactams (2:1 adducts) in good yields, while N-4-methoxyphenyl imines were inert towards lithium ynolates. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)5943-5946
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number31
DOIs
Publication statusPublished - Jul 29 2000

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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