SYNTHETIC STUDIES TOWARD ASTIN-A, ASTIN-B AND ASTIN-C - EFFICIENT SYNTHESES OF CIS-3,4-DIHYDROXYPROLINES AND (-)-(3S,4R)-DICHLOROPROLINE ESTERS

Authors
SCHUMACHER KK JIANG JJ JOULLIE MM
Citation
Kk. Schumacher et al., SYNTHETIC STUDIES TOWARD ASTIN-A, ASTIN-B AND ASTIN-C - EFFICIENT SYNTHESES OF CIS-3,4-DIHYDROXYPROLINES AND (-)-(3S,4R)-DICHLOROPROLINE ESTERS, Tetrahedron : asymmetry, 9(1), 1998, pp. 47-53
Citations number
86
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
1
Year of publication
1998
Pages
47 - 53
Database
ISI
SICI code
0957-4166(1998)9:1<47:SSTAAA>2.0.ZU;2-K
Abstract
Efficient syntheses of the esters of cis-3,4-dihydroxyprolines and the first synthesis of the ester of the rare amino acid (-)-(3S,4R)-dichl oroproline from trans-4-hydroxy-L-proline are presented. The synthetic route provides easy access to several substituted prolines and cis-hy droxylated proline esters. Various types of biological activities have been associated with these substituted prolines. The role of (-)-(3S, 4R)-dichloroproline in astins A, B and C is under investigation. (C) 1 998 Elsevier Science Ltd. All rights reserved.