The synthesis of polyoxygenated, enantiopure cyclopentene derivatives using the Ramberg-Backlund rearrangement

Citation
Gd. Mcallister et Rjk. Taylor, The synthesis of polyoxygenated, enantiopure cyclopentene derivatives using the Ramberg-Backlund rearrangement, TETRAHEDR L, 42(6), 2001, pp. 1197-1200
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
6
Year of publication
2001
Pages
1197 - 1200
Database
ISI
SICI code
0040-4039(20010205)42:6<1197:TSOPEC>2.0.ZU;2-8
Abstract
A novel approach to polyoxygenated enantiopure cyclopentenes, alpha -chloro cyclopentenones and cyclopentenones is described which utilizes the Ramberg -Backlund rearrangement of thiosugar-derived sulfones. A formal synthesis o f the natural aminocyclopentitol, trehazolamine is also reported. (C) 2001 Elsevier Science Ltd. All rights reserved.