A norbornyl route to cyclohexitols: stereoselective synthesis of conduritol-E, allo-inositol, MK 7607 and gabosines

Authors
Mehta, G Lakshminath, S
Citation
G. Mehta et S. Lakshminath, A norbornyl route to cyclohexitols: stereoselective synthesis of conduritol-E, allo-inositol, MK 7607 and gabosines, TETRAHEDR L, 41(18), 2000, pp. 3509-3512
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
18
Year of publication
2000
Pages
3509 - 3512
Database
ISI
SICI code
0040-4039(20000429)41:18<3509:ANRTCS>2.0.ZU;2-6
Abstract
A novel fragmentation sequence within the norbornane system, involving C-1- C-7 bond scission, provides convenient access to a highly functionalized an d versatile cyclohexenoid building block which has been further elaborated to a range of cyclohexitols such as, conduritol E, allo-inositol and gabosi ne B. Our synthesis of the structure corresponding to gabosine K indicates that the structure of this natural product needs to be revised. (C) 2000 El sevier Science Ltd. All rights reserved.