Enantioselective synthesis of the larger fragment of pamamycin-607

Authors
Bernsmann, H Gruner, M Metz, P
Citation
H. Bernsmann et al., Enantioselective synthesis of the larger fragment of pamamycin-607, TETRAHEDR L, 41(40), 2000, pp. 7629-7633
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
40
Year of publication
2000
Pages
7629 - 7633
Database
ISI
SICI code
0040-4039(20000930)41:40<7629:ESOTLF>2.0.ZU;2-X
Abstract
The enantiomerically pure methyl ester of the complete larger hydroxy acid (C(1)-C(18)) of the macrodiolide antibiotic pamamycin-607 has been synthesi zed using a general sultone route to actic acids and analogs. The requisite N,N-dimethylamino moiety was introduced by Mitsunobu inversion with hydraz oic acid followed by a reaction cascade involving hydrogenation and double reductive methylation. (C) 2000 Elsevier Science Ltd. All rights reserved.