A facile synthesis of substituted phenylglycines

Authors
Davies, AJ Ashwood, MS Cottrell, IF
Citation
Aj. Davies et al., A facile synthesis of substituted phenylglycines, SYN COMMUN, 30(6), 2000, pp. 1095-1102
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
6
Year of publication
2000
Pages
1095 - 1102
Database
ISI
SICI code
0039-7911(2000)30:6<1095:AFSOSP>2.0.ZU;2-K
Abstract
A convenient scaleable process for the preparation of substituted phenylgly cines 2 by a modified Strecker reaction is described. Bisulfite-mediated ad dition of benzylamine and cyanide anion to substituted benzaldehydes 3 gave the aminonitriles 4 which were hydrolysed in two steps to the N-protected amino acid 1. Debenzylation using catalytic transfer hydrogenation gave the title compounds in good yield.