ENANTIOSELECTIVE SYNTHESIS OF N-BOC-2,2-DIMETHYLOXAZOLIDINE-5-CARBALDEHYDES, VERSATILE PRECURSORS OF DIPEPTIDE ISOSTERES

Authors
PASTO M MOYANO A PERICAS MA RIERA A
Citation
M. Pasto et al., ENANTIOSELECTIVE SYNTHESIS OF N-BOC-2,2-DIMETHYLOXAZOLIDINE-5-CARBALDEHYDES, VERSATILE PRECURSORS OF DIPEPTIDE ISOSTERES, Tetrahedron letters, 39(10), 1998, pp. 1233-1236
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
10
Year of publication
1998
Pages
1233 - 1236
Database
ISI
SICI code
0040-4039(1998)39:10<1233:ESON>2.0.ZU;2-0
Abstract
Highly enantioenriched cis and trans N-Boc-2,2-dimethyl-oxazolidine-5- carbaldehydes have been efficiently prepared from N-Boc-3-amino-1,2-al kanediols, readily available in enantiopure or enantioenriched form by Sharpless epoxidation methodology. These compounds have been converte d into N-Boc-(S)-gamma-[(S)-1-aminoalkyl]-gamma-lactone which are key intermediates of hydroxyethylene dipeptide isosteres. (C) 1998 Elsevie r Science Ltd. All rights reserved.