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Chiral bifunctional thiourea-catalyzed enantioselective Michael addition of ketones to nitrodienes

Authors :
Fa-Guang Zhang
Hai Ma
Jun-An Ma
Chuan-Le Zhu
Jing Nie
Kun Liu
Source :
The Journal of organic chemistry. 75(5)
Publication Year :
2010

Abstract

Simple bifunctional thioureas, derived from the commercially available saccharides and chiral diamines, have been shown tunably to promote Michael-type addition of ketones to alpha,beta-gamma,delta-nitrodienes. The Michael adducts were obtained in good yields albeit with high enantioselectivites (84-99% ee). Furthermore, these products can be readily transformed into more useful molecules.

Details

ISSN :
15206904
Volume :
75
Issue :
5
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....809b85d630811a46eafc0f7e52ed9768