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Enantioselective Intermolecular Crossed‐Conjugate Additions between Nitroalkenes and α,β‐Enals through a Dual Activation Strategy
Author(s) -
Zhong Cheng,
Chen Yunfeng,
Petersen Jeffrey L.,
Akhmedov Novruz G.,
Shi Xiaodong
Publication year - 2009
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.200805558
Subject(s) - pyrrolidine , conjugate , enantioselective synthesis , dual (grammatical number) , intermolecular force , chemistry , enantiomer , iminium , combinatorial chemistry , lewis acids and bases , base (topology) , stereochemistry , catalysis , organic chemistry , mathematics , molecule , philosophy , mathematical analysis , linguistics
Double the fun : The title reaction was developed by using a Lewis base/iminium activation strategy (see scheme). The reaction proceeded with excellent yields and ee values, and the products were additionally transformed into a single enantiomer of a substituted pyrrolidine with excellent retention of configuration.