z-logo
Premium
Multicenter Strategy for the Development of Catalytic Enantioselective Nucleophilic Alkylation of Ketones: Me 2 Zn Addition to α‐Ketoesters
Author(s) -
Funabashi Ken,
Jachmann Markus,
Kanai Motomu,
Shibasaki Masakatsu
Publication year - 2003
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.200351650
Subject(s) - enantioselective synthesis , catalysis , heteroatom , alkylation , chemistry , nucleophilic addition , nucleophile , zinc , organic chemistry , combinatorial chemistry , ring (chemistry)
An array of heteroatoms is essential for the activity and enantioselectivity of the catalyst 2 in the addition of Me 2 Zn to α‐ketoesters 1 (e.g. see equation). α‐Hydroxyesters 3 were obtained with up to 96 % ee in the presence of a catalytic amount of additive i PrOH, which serves to generate the catalytically active monomeric species (based on the observation of nonlinear effects).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here