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Asymmetric Michael Reaction of Aldehydes and Dicyanoalkenes Catalyzed by Diphenylprolinol Silyl Ether
Author(s) -
Hayashi Yujiro,
KranidiotisHisatomi Nektarios,
Sakamoto Daisuke,
Oritani Kyohei,
Kawamoto Takuji,
Kamimura Akio
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800831
Subject(s) - michael reaction , chemistry , adduct , silylation , silyl ether , organocatalysis , catalysis , ether , organic chemistry , enantioselective synthesis
Asymmetric Michael reactions of aldehydes and dicyanoalkenes catalyzed by diphenylprolinol silyl ether give the corresponding Michael adducts in good yields with excellent enantioselectivities. The diastereoselectivity is dependent on the bulkiness of the Michael donor. The Michael adducts can be easily transformed into useful chiral compounds such as lactones, esters, and monocyanated derivatives.