Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/35854
Title: Organocatalyzed asymmetric 1,4-Addition of Azlactones to alpha,beta-Unsaturated Trichloromethyl Ketones : synthesis of alpha,alpha-Disubstituted alpha-Amino Acid derivatives
Authors: Zhang, JL
Liu, XH
Wu, CY
Zhang, PP
Chen, JB
Wang, R
Keywords: Organocatalysis
Amino acids
Alkaloids
Nitrogen heterocycles
Ketones
Issue Date: 2014
Publisher: Wiley-VCH
Source: European journal of organic chemistry, 2014, no. 32, p. 7104-7108 How to cite?
Journal: European journal of organic chemistry 
Abstract: The first asymmetric 1,4-addition of azlactones to alpha,beta-unsaturated trichloromethyl ketones catalyzed by cinchona alkaloid derived bifunctional thiourea catalysts was developed. A series of alpha, alpha-disubstituted alpha-amino acid derivatives bearing a quaternary stereocenter at the alpha-position were obtained in high yields with excellent diastereo- and enantioselectivities (up to > 20: 1 dr and 99% ee). In addition, the trichloromethyl moiety in these adducts was identified as a good leaving group.
URI: http://hdl.handle.net/10397/35854
ISSN: 1434-193X (print)
1099-0690 (online)
DOI: 10.1002/ejoc.201403158
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