Homopropargylic alcohols undergo directed hydrozirconation with Schwartz reagent (Cp2ZrHCl) to generate vinyl-metal species in which the metal fragment is proximal to the alkoxide. Electrophilic trapping yields tri-substituted olefins in good yields with good control of regio- and stereochemistry. Experiments with a homopropargylic ether confirmed the role of the hydroxyl group in the directed hydrometalation.
|Original language||English (US)|
|Number of pages||6|
|State||Published - Jul 14 2008|
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry