Patent · US Expired

Enantioselective 1,4-addition of aromatic nucleophiles to α,β-unsaturated aldehydes using chiral organic catalysts

US7173139B2 · kind B2 · utility

1Cited by
11References
23Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMar 21, 2003
Grant dateFeb 6, 2007
Priority date
Expiry dateOct 15, 2024

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07B2200/07
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-addition of an aromatic nucleophile to an α,β-unsaturated aldehyde. The aromatic nucleophile may be an N,N-disubstituted aniline compound, or an analog thereof. The reaction is efficient and enantioselective, and proceeds with a variety of substituted and unsubstituted aromatic nucleophiles and aldehydes. The invention also provides a method for the deamination of aromatic N,N-disubstituted amines such as those resulting from the 1,4-addition of an aromatic nucleophile to an α,β-unsaturated aldehyde.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.