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Enantioselective Synthesis of Tertiary α‐Hydroxy Phosphonates Catalyzed by Carbohydrate/Cinchona Alkaloid Thiourea Organocatalysts
Author(s) -
Kong Shasha,
Fan Weidong,
Wu Guiping,
Miao Zhiwei
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204287
Subject(s) - cinchona , enantioselective synthesis , thiourea , bifunctional , cinchonine , chemistry , organic chemistry , cyanide , hydrolysis , catalysis
A pinch of sugar : The new bifunctional carbohydrate/cinchonine‐based thiourea 1 has been designed for the asymmetric addition reaction of α‐ketophosphonates and trimethylsilyl cyanide, the product of which can be hydrolyzed to afford tertiary α‐hydroxy phosphonates with excellent enantioselectivities.