Journal
ORGANIC LETTERS
Volume 12, Issue 7, Pages 1544-1547Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1002829
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Funding
- National Natural Science Foundation of China [20525206, 20932003, 90813012]
- National S & T Major Project of China [2009ZX09503-017]
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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.
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