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Proline Catalyzed Asymmetric Aldol Reaction between Methyl Ketones and 1‐Aryl‐2,2,2‐trifluoroethanones
Author(s) -
LiHua Qiu,
ZongXuan Shen,
ChangQing Shi,
YanHua Liu,
YaWen Zhang
Publication year - 2005
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200590584
Subject(s) - chemistry , aldol reaction , proline , catalysis , trifluoromethyl , aryl , ring (chemistry) , enantioselective synthesis , optically active , medicinal chemistry , organic chemistry , stereochemistry , amino acid , biochemistry , alkyl
Direct asymmetric aldol addition of methyl ketones to 2,2,2‐trifluoro‐1‐phenylethanone and its ring‐substituted derivatives was achieved using L ‐proline as a chiral promoter. Various optically active β‐trifluoromethyl‐β‐hydroxy ketones were obtained in almost quantitative yields with moderate enantioselectivities up to 64 % ee.