A convenient approach towards 2 '-analogs of zoapatanol from D-glucose

Authors
Ovaa, H van der Marel, GA van Boom, JH
Citation
H. Ovaa et al., A convenient approach towards 2 '-analogs of zoapatanol from D-glucose, TETRAHEDR L, 42(33), 2001, pp. 5749-5752
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
33
Year of publication
2001
Pages
5749 - 5752
Database
ISI
SICI code
0040-4039(20010813)42:33<5749:ACAT2'>2.0.ZU;2-Z
Abstract
The protected 3-C-methyl-alpha -D-allofuranose derivative 6, readily access ible from D-glucose, could be transformed into a diene scaffold which under went ring-closing metathesis (RCM) to give the functionalized oxepines 10a, b. Further elaboration of 10a,b provided the 2'-zoapatanol analogs 3-5. (C) 2001 Elsevier Science Ltd. All rights reserved.