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Enantioselective Mannich‐Type Reaction Catalyzed by a Chiral Brønsted Acid
Author(s) -
Akiyama Takahiko,
Itoh Junji,
Yokota Koji,
Fuchibe Kohei
Publication year - 2004
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/anie.200353240
Subject(s) - enantioselective synthesis , brønsted–lowry acid–base theory , catalysis , mannich reaction , organic chemistry , chemistry , type (biology) , biology , ecology
No metal required : The Mannich‐type reaction of ketene silyl acetals 2 with aldimines 1 proceeded highly enantioselectively to afford the syn isomer of β‐aminoesters 3 with up to 96 % ee under the influence of a chiral Brønsted acid 4 derived from ( R )‐BINOL.