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Catalytic Regio‐ and Enantioselective Alkylation of Conjugated Dienyl Amides
Author(s) -
Guo Yafei,
Kootstra Johanan,
Harutyunyan Syuzanna R.
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201808392
Subject(s) - enantioselective synthesis , conjugated system , alkylation , catalysis , chemistry , reagent , organic chemistry , lewis acids and bases , combinatorial chemistry , polymer
A method for catalytic asymmetric alkylation of conjugated dienyl amides has been developed and it allows efficient and high‐yielding transformations of a wide range of polyconjugated amides into the corresponding chiral products. Smooth addition of organomagnesium reagents to relatively unreactive dienyl amides with excellent 1,6‐ and 1,4‐selectivities, as well as enantioselectivites above 90 %, is achieved owing to the complementary action of the Lewis acid and a chiral copper‐based catalyst.