Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/30548
Title: Direct organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides to alpha-ketoesters under low ligand loading : a doubly stereocontrolled approach to cyclic thiocarbamates bearing chiral quaternary stereocenters
Authors: Jiang, X
Zhang, G
Fu, D
Cao, Y
Shen, F
Wang, R
Issue Date: 2010
Publisher: Amer Chemical Soc
Source: Organic letters, 2010, v. 12, no. 7, p. 1544-1547 How to cite?
Journal: Organic Letters 
Abstract: The first doubly stereocontrolled organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides with alpha-ketoesters by using rosin-derived tertiary amine-thiourea under low ligand loading to form cyclic thiocarbamates bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and 97:3 dr) is presented. This reaction provides a convenient doubly stereocontrolled method to access synthetic useful multiply substituted cyclic thiocarbamates with high optical purity.
URI: http://hdl.handle.net/10397/30548
ISSN: 1523-7060
DOI: 10.1021/ol1002829
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