Highly enantioselective organocatalytic α-sulfenylation of azlactones.

Org Lett

Institute of Chemical Biology and ‡Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, Henan, China , 475004.

Published: February 2014

The first asymmetric α-sulfenylation of azlactones with N-(sulfanyl)succinimides has been developed by using cinchona alkaloid-derived squaramide as a catalyst and 4 Å molecular sieves as an additive. The reaction conditions were suitable to 4-alkyl and benzyl-substituted azlactones as well as N-(benzyl/alkyl/arylthio)succinimides, affording adducts with high enantioselectivities (81-94% ee).

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol403303kDOI Listing

Publication Analysis

Top Keywords

α-sulfenylation azlactones
8
highly enantioselective
4
enantioselective organocatalytic
4
organocatalytic α-sulfenylation
4
azlactones asymmetric
4
asymmetric α-sulfenylation
4
azlactones n-sulfanylsuccinimides
4
n-sulfanylsuccinimides developed
4
developed cinchona
4
cinchona alkaloid-derived
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!