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Rhodium‐Catalyzed Dynamic Kinetic Asymmetric Transformations of Racemic Allenes by the [3+2] Annulation of Aryl Ketimines
Author(s) -
Tran Duc N.,
Cramer Nicolai
Publication year - 2013
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.201304919
Subject(s) - rhodium , allene , racemization , cycloaddition , annulation , aryl , catalysis , chemistry , enantioselective synthesis , combinatorial chemistry , stereochemistry , organic chemistry , alkyl
Racemization required : Rhodium(I)‐catalyzed CH activation directed by unprotected ketimines initiates selective [3+2] cycloaddition with allenes, providing access to highly substituted indenylamines. The reaction proceeds through the dynamic kinetic asymmetric transformation of racemic allenes. The catalyst controls the enantio‐ and diastereoselectivity, the regioselectivities of the CH activation and allene incorporation, as well as the E / Z ratio.