Authors
Citation
E. Kozlowska et S. Jarosz, FROM SUGAR ALLYLTIN DERIVATIVES TO CHIRAL DIENOALDEHYDES AND TRIENOATES, Journal of carbohydrate chemistry, 13(6), 1994, pp. 889-898
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
Journal title
ISSN journal
07328303
Volume
13
Issue
6
Year of publication
1994
Pages
889 - 898
Database
ISI
SICI code
0732-8303(1994)13:6<889:FSADTC>2.0.ZU;2-N
Abstract
Sugar dialdoses 5, 9, 15, and 16 were converted into allyltin derivati
ves 4, 12, 13, and 14, in yields of 35 - 47% respectively. Treatment o
f 4, 12, and 13 with a mild Lewis acid (ZnCl2) in methylene chloride c
aused rearrangement to appropriate dienoaldehydes 1, 19, and 20 which
were converted into trienes 2, 21, and 22, respectively, by reaction w
ith Ph(3)P=CHCO(2)Me.