Premium
Stereoselective Intermolecular Formal [3+3] Cycloaddition Reaction of Cyclic Enamines and Enones
Author(s) -
Movassaghi Mohammad,
Chen Bin
Publication year - 2007
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.200603302
Subject(s) - stereocenter , cycloaddition , alkylation , stereoselectivity , intermolecular force , chemistry , stereochemistry , complement (music) , tricyclic , combinatorial chemistry , enantioselective synthesis , organic chemistry , molecule , catalysis , biochemistry , complementation , gene , phenotype
A convergent strategy for the synthesis of tricyclic imino alcohols was partly inspired by a postulated biosynthesis of galbulimima alkaloids. In this sequential α,α′ alkylation of unsymmetrical ketoimines, at least three stereocenters are created with a high level of diastereoselectivity. Organocatalytic and asymmetric variants of this methodology complement an organocuprate‐based approach (see scheme).