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Asymmetric Organocatalytic Michael Addition–Cyclization Cascade Reaction of Nitroalkanes with o ‐Hydroxycinnamaldehydes
Author(s) -
Choi KwangSu,
Kim SungGon
Publication year - 2012
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.201101794
Subject(s) - chemistry , enantioselective synthesis , organocatalysis , michael reaction , catalysis , cascade reaction , organic chemistry , cascade , ether , reaction conditions , combinatorial chemistry , chromatography
A catalytic enantioselective Michael addition–cyclization reaction of nitroalkanes with o ‐hydroxycinnamaldehydes has been established by using a diphenylprolinol TMS ether as an organocatalyst. The reaction afforded the corresponding 4‐substituted chroman‐2‐ols in excellent yields with high levels of enantioselectivities (95 to >99 % ee ).