FROM SUGAR ALLYLTINS TO CHIRAL CYCLOPENTADIENES - RADICAL CYCLIZATIONOF HIGHLY OXYGENATED SUGAR-DERIVED DIENOALDEHYDES

Authors
MACH M JAROSZ S
Citation
M. Mach et S. Jarosz, FROM SUGAR ALLYLTINS TO CHIRAL CYCLOPENTADIENES - RADICAL CYCLIZATIONOF HIGHLY OXYGENATED SUGAR-DERIVED DIENOALDEHYDES, Polish Journal of Chemistry, 71(7), 1997, pp. 936-940
Citations number
15
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
71
Issue
7
Year of publication
1997
Pages
936 - 940
Database
ISI
SICI code
0137-5083(1997)71:7<936:FSATCC>2.0.ZU;2-B
Abstract
Radical cyclization of unsaturated aldehyde: enzyl-5,6,7,8-tetradeoxy- 5(E),6-dieno-oct-D-xylose (2) afforded tri-O-benzyloxy-5(R)-[prop-1(E) -enyl]-cyclopentane (5); similar reaction of xanthate 7 derived from 2 led to 3(R),4(R)-tri-O-benzyloxy-5(R)-methyl-cyclopentane (8). The cy clization of other sugar-derived unsaturated aldehydes and xanthates w as also studied.