Chiral Zinc‐Catalyzed Asymmetric α‐Alkylallylation and α‐Chloroallylation of Aldehydes | Zendy

Kobayashi Shū | Zendy; Endo Toshimitsu | Zendy; Ueno Masaharu | Zendy

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Chiral Zinc‐Catalyzed Asymmetric α‐Alkylallylation and α‐Chloroallylation of Aldehydes

Author(s) -

Kobayashi Shū,

Endo Toshimitsu,

Ueno Masaharu

Publication year - 2011

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.201106433

Subject(s) - stereocenter , catalysis , ligand (biochemistry) , chemistry , zinc , enantioselective synthesis , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry

Two birds with one stone : In the presence of Zn(OH) 2 and a chiral bipyridine ligand, racemic α‐substituted allylboronates 2 reacted with aldehydes 1 (see scheme) exclusively in an α‐addition fashion to afford various homoallylic alcohols 3 bearing two neighboring stereogenic centers in high yields with high diastereo‐ and enantioselectivities.

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