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Highly Enantioselective Michael Addition of Ketone to Alkylidene Malonates Catalyzed by Binaphthyl Sulfonimides in Water
Author(s) -
Jia Shengjian,
Luo Chunhua,
Du Daming
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200910
Subject(s) - chemistry , michael reaction , enantioselective synthesis , ketone , catalysis , organic chemistry , solvent , addition reaction
Binaphthyl sulfonimides have been developed to catalyze the asymmetric Michael addition of ketone to alkylidene malonates, affording the corresponding Michael products in good to high yields (up to 98%) with good to excellent diastereoselectivity (up to 99:1 dr ) and enantioselectivity (up to 92% ee ) under mild conditions using environmentally benign water as the solvent.