Premium
Novel Cinchona ‐Aminobenzimidazole Bifunctional Organocatalysts
Author(s) -
Zhang Lei,
Lee MyoungMo,
Lee SooMi,
Lee Jihye,
Cheng Maosheng,
Jeong ByeongSeon,
Park Hyeunggeun,
Jew Sangsup
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900787
Subject(s) - bifunctional , chemistry , cinchona alkaloids , cinchona , malonate , organocatalysis , organic chemistry , trifluoromethyl , lewis acids and bases , enantioselective synthesis , catalysis , dimethyl malonate , michael reaction , alkyl
Efficient Cinchona ‐derived chiral 2‐aminobenzimidazole catalysts were prepared by the coupling of 5,7‐bis(trifluoromethyl)‐2‐chlorobenzimidazole with C(9 S )‐aminodihydroquinine or C(9 R )‐aminodihydroquinidine and successively applied to the Michael addition of dimethyl malonate to nitroolefins as very efficient chiral Lewis acid bifunctional organocatalysts (up to >99% ee ).