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Enantioselective O‐Nitroso Aldol Reaction of Silyl Enol Ethers
Author(s) -
Kawasaki Masanori,
Li Pingfan,
Yamamoto Hisashi
Publication year - 2008
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.200705679
Subject(s) - aldol reaction , enol , silylation , chemistry , trimethylsilyl , nucleophile , regioselectivity , enantioselective synthesis , nitroso , catalysis , ligand (biochemistry) , organic chemistry , combinatorial chemistry , biochemistry , receptor
New nucleophiles for the O‐nitroso aldol reaction in the form of readily prepared disilanyl enol ethers make this transformation more practical and more versatile. A silver catalyst with a chiral biaryl phosphite ligand promotes the title reaction with high enantio‐ and regioselectivity (see scheme). R 1 ,R 2 = H, Ar; TMS = trimethylsilyl.