Anti-selective direct catalytic asymmetric aldol reaction of thiolactams

Devarajulu Sureshkumar, Yuji Kawato, Mitsutaka Iwata, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

An anti-selective direct catalytic asymmetric aldol reaction of thiolactam is described. A soft Lewis acid/hard Brønsted base cooperative catalyst comprised of mesitylcopper/(R,R)-Ph-BPE exhibited high catalytic performance to produce an anti-aldol product with high stereoselectivity. The highly chemoselective nature of the present catalysis allows for the use of enolizable aldehydes as aldol acceptors. The diverse transformations of the thiolactam moiety highlight the synthetic utility of the present anti-aldol protocol.

Original languageEnglish
Pages (from-to)3108-3111
Number of pages4
JournalOrganic Letters
Volume14
Issue number12
DOIs
Publication statusPublished - 2012 Jun 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Anti-selective direct catalytic asymmetric aldol reaction of thiolactams'. Together they form a unique fingerprint.

Cite this