DIASTEREOSELECTIVE SYNTHESES OF ,3R,5R)-3-HYDROXY-5-METHYL-2-PYRROLIDINECARBOXYLIC AND ,3S,5S)-3-HYDROXY-5-METHYL-2-PYRROLIDINECARBOXYLIC ACID AS A COMPONENT OF ACTINOMYCIN Z(1)

Authors
TANAKA K SAWANISHI H
Citation
K. Tanaka et H. Sawanishi, DIASTEREOSELECTIVE SYNTHESES OF ,3R,5R)-3-HYDROXY-5-METHYL-2-PYRROLIDINECARBOXYLIC AND ,3S,5S)-3-HYDROXY-5-METHYL-2-PYRROLIDINECARBOXYLIC ACID AS A COMPONENT OF ACTINOMYCIN Z(1), Tetrahedron, 54(34), 1998, pp. 10029-10042
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
34
Year of publication
1998
Pages
10029 - 10042
Database
ISI
SICI code
0040-4020(1998)54:34<10029:DSO,>2.0.ZU;2-I
Abstract
A novel diastereoselective syntheses of both (2R,3R,5R)-1 and its enan tiomer (7S,3S,5S)-1 were accomplished by employing trans-selective nuc leophilic addition of cyanide to 3-benzoyloxy-N-acyliminium ions as th e key step, starting from trans-4-hydroxy-L-proline. (C) 1998 Elsevier Science Ltd. All rights reserved.