Total synthesis of pamamycin-607

Authors
Wang, YZ Bernsmann, H Gruner, M Metz, P
Citation
Yz. Wang et al., Total synthesis of pamamycin-607, TETRAHEDR L, 42(44), 2001, pp. 7801-7804
Citations number
38
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
44
Year of publication
2001
Pages
7801 - 7804
Database
ISI
SICI code
0040-4039(20011029)42:44<7801:TSOP>2.0.ZU;2-I
Abstract
The macrodiolide antibiotic pamamycin-607 has been synthesized by coupling of the two hydroxy acid constituents using the Yamaguchi method. While the final lactonization with formation of the ester linkage between C(1) and th e C(8') oxygen proceeded with complete C(2) epimerization, the alternative ring closure involving the carboxylic acid of the smaller fragment and the hydroxyl group of the larger fragment yielded the target molecule. (C) 2001 Elsevier Science Ltd. All rights reserved.