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Combination of a Cyano Migration Strategy and Alkene Difunctionalization: The Elusive Selective Azidocyanation of Unactivated Olefins
Author(s) -
Wu Zhen,
Ren Rongguo,
Zhu Chen
Publication year - 2016
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.201605130
Subject(s) - alkene , intramolecular force , chemistry , alkyl , combinatorial chemistry , organic chemistry , catalysis
A conceptually new, efficient, and metal‐free approach for the challenging azidocyanation of unactivated alkenes is presented. The strategy of intramolecular distal cyano migration is combined with alkene difunctionalization for the first time. A variety of useful azido‐substituted alkyl nitriles are prepared in good yields and, most importantly, with exquisite regio‐ and stereo‐selectivities.