Preparation of (Z)-alk-2-ene-1,5-diols by the titanocene(II)-promoted cyclization of thioacetals possessing a terminal carbon-carbon double bond

Citation
T. Fujiwara et al., Preparation of (Z)-alk-2-ene-1,5-diols by the titanocene(II)-promoted cyclization of thioacetals possessing a terminal carbon-carbon double bond, EUR J ORG C, (1), 2001, pp. 155-161
Citations number
12
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434-193X → ACNP
Issue
1
Year of publication
2001
Pages
155 - 161
Database
ISI
SICI code
1434-193X(200101):1<155:PO(BTT>2.0.ZU;2-4
Abstract
Titanocene(II)-promoted ring-closing metathesis of the titanium carbene com plexes prepared from [ 2,2 -bis(phenylthio)ethyl](but-3-enyloxy)dimethylsil anes or dimethyl(prop-2-enyl)silyl ethers of 3,3-bis(phenythio) propanols g ave seven- membered cyclic unsaturated silyl ethers. Oxidative cleavage of a silicon-carbon bond of the cyclic silyl ethers resulted in olefinic diols , with high Z stereoselectivity.