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On the Stereodivergent Behavior Observed in the Staudinger Reaction between Methoxyketene and ( E )‐ N ‐Benzylidenearyl Amines
Author(s) -
Banik Bimal K.,
Lecea Begoña,
Arrieta Ana,
de Cózar Abel,
Cossío Fernando P.
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.200605231
Subject(s) - isomerization , chemistry , cycloaddition , staudinger reaction , content (measure theory) , computational chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , mathematics , mathematical analysis
The answer is out there : Detailed calculations on the Staudinger reaction between methoxyketene and imines derived from aromatic amines show that the stereochemistry of the reaction is determined by an isomerization barrier that does not belong to the cycloaddition stages (see picture).