Affiliation:
1. CQC, Department of Chemistry, University of Coimbra, Coimbra, Portugal
Abstract
Several novel chiral organocatalysts derived from thiazolidines containing amide and thioureia
functionalities were synthesized in good yields. These organocatalysts were tested in the asymmetric
aldol reaction of acetone with p-nitrobenzaldehyde. Reaction parameters such as reaction time, catalyst
loading and solvent were optimized. Products with conversions up to 84% and enantiomeric ratios
(er) up to 84.5:15.5 (R:S) were obtained. The effect of several chiral and non-chiral additives on the
reactivity and selectivity of the reaction was also evaluated. The reaction was extended to other aromatic
aldehydes with the best organocatalyst and when p-bromobenzaldehyde was used, an er of
94.5:5.5 (R:S) was obtained.
Funder
Fundação para a Ciência e a Tecnologia
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Biochemistry
Cited by
1 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献