ASYMMETRIC-SYNTHESIS OF BOC-BETA(2)-HOMOPHENYLGLYCINE

Citation
R. Ponsinet et al., ASYMMETRIC-SYNTHESIS OF BOC-BETA(2)-HOMOPHENYLGLYCINE, Tetrahedron : asymmetry, 9(5), 1998, pp. 865-871
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
9
Issue
5
Year of publication
1998
Pages
865 - 871
Database
ISI
SICI code
0957-4166(1998)9:5<865:AOB>2.0.ZU;2-U
Abstract
Enantiomerically pure Boc-beta(2)-homophenylglycine has been prepared in five steps starting from Oppolzer's sultam. The key step of this ro ute is the acylation of metalated phenylacetonitrile with sultam carbo nyl chloride. Subsequent reactions (reduction, N-Boc protection, oxida tion of the Boc-amino alcohol) led to Boc-(S)-beta(2)-HPhg starting fr om (+)-sultam. (C) 1998 Elsevier Science Ltd. All rights reserved.