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An Insoluble Polymer‐Bound Bis‐Oxazoline Copper( II ) Complex: A Highly Efficient Heterogeneous Catalyst for the Enantioselective Mukaiyama Aldol Reaction
Author(s) -
Orlandi Simonetta,
Mandoli Alessandro,
Pini Dario,
Salvadori Piero
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010702)40:13<2519::aid-anie2519>3.0.co;2-d
Subject(s) - enantioselective synthesis , oxazoline , aldol reaction , trifluoromethanesulfonate , chemistry , catalysis , yield (engineering) , copper , organic chemistry , polystyrene , polymer chemistry , polymer , materials science , metallurgy
The polystyrene‐supported bis‐oxazoline 1 forms a complex with copper( II )triflate that is a highly effective catalyst for the heterogeneously catalyzed enantioselective Mukaiyama aldol reaction of silylthioketene acetals with methyl pyruvate (ca. 90 % yield, ca. 90 % ee ). The catalyst can be recovered by simple filtration and reused several times without a decline in enantioselectivity.