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  • Dirhodium-catalyzed enantioselective C-H insertion of N-(2-benzyloxyethyl)-N-(tert-butyl)diazoacetamide and its application for the synthesis of chiral GABOB.

Dirhodium-catalyzed enantioselective C-H insertion of N-(2-benzyloxyethyl)-N-(tert-butyl)diazoacetamide and its application for the synthesis of chiral GABOB.

Chirality (2004-08-04)
Zhenjun Du, Zhenliang Chen, Zhiyong Chen, Xiaoqi Yu, WenHao Hu
ABSTRACT

Rh(2)(4S-MEOX)(4) and ethereal solvent are the best catalytic system for the enantioselective intramolecular C-H insertion of N-(2-benzyloxyethyl)-N-(tert-butyl)diazoacetamide 2. The highest enantiomeric excess obtained was 91%. A new route for the asymmetric synthesis of gamma-amino-beta-hydroxybutyric acid (GABOB) has been developed.

MATERIALI
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Descrizione del prodotto

Sigma-Aldrich
4-Amino-3-hydroxybutyric acid, 98%
Sigma-Aldrich
(S)-(+)-4-Amino-3-hydroxybutyric acid, 97%