The first total synthesis of (+)-rogioloxepane A

Authors
Matsumura, R Suzuki, T Hagiwara, H Hoshi, T Ando, M
Citation
R. Matsumura et al., The first total synthesis of (+)-rogioloxepane A, TETRAHEDR L, 42(8), 2001, pp. 1543-1546
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
8
Year of publication
2001
Pages
1543 - 1546
Database
ISI
SICI code
0040-4039(20010219)42:8<1543:TFTSO(>2.0.ZU;2-R
Abstract
The first total synthesis of (+)-rogioloxepane A is described. The alpha,om ega -trans-disubstituted oxepene skeleton was stereoselectively constructed via cyclization of the hydroxy epoxide promoted by the (Bu3Sn)(2)O/Zn(OTf) (2) system. The proposed configurations of 6R and 13R were confirmed throug h this synthetic study. (C) 2001 Elsevier Science Ltd. All rights reserved.