Kinetically controlled cross-metathesis reactions with high E-olefin selectivities

Authors
Engelhardt, FC Schmitt, MJ Taylor, RE
Citation
Fc. Engelhardt et al., Kinetically controlled cross-metathesis reactions with high E-olefin selectivities, ORG LETT, 3(14), 2001, pp. 2209-2212
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
14
Year of publication
2001
Pages
2209 - 2212
Database
ISI
SICI code
1523-7060(20010712)3:14<2209:KCCRWH>2.0.ZU;2-A
Abstract
[GRAPHICS] Homoallylic alcohols with anti-allylic substituents display enhanced E-olef in selectivity in cross-metathesis (CM) reactions with allyltrimethylsilane . The high selectivity can be explained via a five membered chelate interme diate in which the hydroxyl group of the homoallylic alcohol coordinates to the ruthenium metal center of Grubbs' catalyst.