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Synthe s is of New Chiral [2‐(1‐Hydroxyalkyl)pyrrolidino]methyl‐ferrocenes and Application to the Catalytic Asymmetric Addition of Diethylzinc to Arylaldehydes
Author(s) -
Xu CuiLian,
Wang MinCan,
Hou XueHui,
Liu HongMin,
Wang DeKun
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.200591443
Subject(s) - diethylzinc , chemistry , enantioselective synthesis , catalysis , ligand (biochemistry) , combinatorial chemistry , selectivity , stereochemistry , organic chemistry , receptor , biochemistry
A series of new optically active [2‐(1‐hydroxyalkyl)pyrrolidino]methylferrocenes were conveniently prepared from commercially available L ‐proline and ferrocenecarboxylic acid. The crystal structure of key intermediate was obtained. They were then applied to catalyze enantioselective addition of diethylzinc to arylaldehydes with enantio‐ selectivity up to 99%. The effects of the ligand structures on the enantioselectivity were also studied.