ELECTROGENERATED CHIRAL BUILDING-BLOCKS FOR DIASTEREOSELECTIVE AMIDOALKYLATION REACTIONS

Citation
P. Brungs et al., ELECTROGENERATED CHIRAL BUILDING-BLOCKS FOR DIASTEREOSELECTIVE AMIDOALKYLATION REACTIONS, Journal de chimie physique et de physico-chimie biologique, 93(4), 1996, pp. 575-590
Citations number
29
Categorie Soggetti
Biology,"Chemistry Physical
Volume
93
Issue
4
Year of publication
1996
Pages
575 - 590
Database
ISI
SICI code
Abstract
Three different electrochemical methods have been applied for the synt hesis of chiral building blocks for diastereoselective amidoalkylation reactions. These are A. the direct anodic alpha-methoxylation of amid es and carbamates; B. anodic methoxylative decarboxylation of alpha-am ino acid derivatives (Hofer-Moest reaction) C, indirect NaCl mediated anodic alpha-methoxylation of alpha-amino acid derivatives. The applic ation of these building blocks for the synthesis of enantiomerically p ure alpha-amino acids, dichiral 1,2-amino alcohols and chiral 1,3-diam ines is described.