Premium
Enantioselective Thiourea‐Catalyzed Acyl‐Mannich Reactions of Isoquinolines
Author(s) -
Taylor Mark S.,
Tokunaga Norihito,
Jacobsen Eric N.
Publication year - 2005
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.200502277
Subject(s) - enantioselective synthesis , thiourea , chemistry , catalysis , mannich reaction , organic chemistry , combinatorial chemistry , organocatalysis , chloroformate
Inexpensive aromatic feedstocks are substrates for highly enantioselective acylative Mannich reactions catalyzed by a thiourea chiral hydrogen‐bond donor 1 . This methodology provides access to useful 1‐substituted dihydroisoquinolines (see scheme; TrocCl=2,2,2‐trichloroethyl chloroformate, TBS= tert ‐butyldimethylsilyl), which serve as precursors to enantioenriched 1‐substituted tetrahydroisoquinolines.