Direct catalytic asymmetric addition of allylic cyanides to aldehydes for expeditious access to enantioenriched unsaturated δ-valerolactones

Yasunari Otsuka, Hisashi Takada, Shigeo Yasuda, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

A direct catalytic asymmetric γ-addition of allyl cyanide to aldehydes promoted by soft Lewis acid/hard Brønsted base cooperative catalysis is described. The resulting homoallylic alcohols bearing a Z-configured α,β-unsaturated nitrile allow rapid access to enantioenriched δ-valerolactones.

Original languageEnglish
Pages (from-to)354-358
Number of pages5
JournalChemistry - An Asian Journal
Volume8
Issue number2
DOIs
Publication statusPublished - 2013 Feb
Externally publishedYes

Keywords

  • allyl cyanides
  • asymmetric catalysis
  • atom economy
  • fostriecin
  • homogeneous catalysis

ASJC Scopus subject areas

  • General Chemistry
  • Biochemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Direct catalytic asymmetric addition of allylic cyanides to aldehydes for expeditious access to enantioenriched unsaturated δ-valerolactones'. Together they form a unique fingerprint.

Cite this