학술논문

Asymmetric organocatalytic synthesis of β-Hydroxyynones with a quaternary carbon center under aqueous conditions
Document Type
other
Source
Journal of the Brazilian Chemical Society. January 2012 23(1)
Subject
β-hydroxyynones
chiral thiourea
aldol reaction
aqueous condition
Language
English
ISSN
0103-5053
Abstract
The chiral tertiary amine thiourea catalyzed direct aldol reaction of unmodified methyl ynones under aqueous conditions is described. This procedure avoided the retro-aldol reaction of the β-hydroxyynone products, and tolerated both the isatin (1H-indole-2,3-dione) and the less active acyclic α-keto esters as acceptors, affording a structurally diverse array of β-hydroxyynones bearing a quaternary carbon center with moderate to good yields and enantioselectivities.