EFFICIENT MERCURY-FREE PREPARATION OF VINYL AND ISOPROPENYL ETHERS OFCHIRAL SECONDARY ALCOHOLS AND ALPHA-HYDROXYESTERS

Authors
DUJARDIN G ROSSIGNOL S BROWN E
Citation
G. Dujardin et al., EFFICIENT MERCURY-FREE PREPARATION OF VINYL AND ISOPROPENYL ETHERS OFCHIRAL SECONDARY ALCOHOLS AND ALPHA-HYDROXYESTERS, Tetrahedron letters, 36(10), 1995, pp. 1653-1656
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
10
Year of publication
1995
Pages
1653 - 1656
Database
ISI
SICI code
0040-4039(1995)36:10<1653:EMPOVA>2.0.ZU;2-T
Abstract
Mixed acetals 2a-h and 5a-d readily deriving from the alpha-chiral alc ohols 1a-h and ethyl vinyl ether or isopropenyl methyl ether, underwen t selective elimination of primary alcohol upon treatment with triethy lamine and trimethylsilyl trifluoromethanesulfonate, and thus afforded good to high yields of the chiral enol ether 3a-h and 6a-d respective ly.