The stereoselective synthesis of α-amino aldols starting from terminal alkynes

Tomoya Miura, Takayuki Nakamuro, Kentaro Hiraga, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)

Abstract

A new procedure for the stereoselective synthesis of syn α-amino β-oxy ketones is reported. It consists of two steps; in the first step, α-amino silyl enol ethers having a (Z) geometry are prepared from 1-alkynes via 1-sulfonyl-1,2,3-triazoles. In the second step, the silyl enol ethers undergo the TiCl4-mediated Mukaiyama aldol reaction with aldehydes to produce α-amino β-oxy ketones with excellent syn-selectivity.

Original languageEnglish
Pages (from-to)10474-10477
Number of pages4
JournalChemical Communications
Volume50
Issue number72
DOIs
Publication statusPublished - Aug 12 2014
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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