One-pot synthesis of chiral α-substituted β,γ-epoxy aldehyde derivatives through an asymmetric aldol reaction of chloroacetaldehyde

Yujiro Hayashi, Yusuke Yasui, Tsuyoshi Kawamura, Masahiro Kojima, Hayato Ishikawa

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

Water is welcome! Chiral α-substituted β,γ-epoxides have been prepared in good yields and with excellent enantioselectivities in a one-pot synthetic procedure. The key reaction of this process, which involves a series of uninterrupted sequential reactions, is an asymmetric aldol reaction of aqueous chloroacetaldehyde mediated by a diarylprolinol derivative (see scheme).

Original languageEnglish
Pages (from-to)2804-2807
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number12
DOIs
Publication statusPublished - 2011 Mar 14
Externally publishedYes

Keywords

  • aldol reaction
  • asymmetric synthesis
  • diarylprolinol derivatives
  • epoxidation
  • organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'One-pot synthesis of chiral α-substituted β,γ-epoxy aldehyde derivatives through an asymmetric aldol reaction of chloroacetaldehyde'. Together they form a unique fingerprint.

Cite this