Method for olefination of carbonyl compounds using titanocene derivatives
AssigneeUniversity of Southern California
InventorsNicos A. Petasis, Eugene I. Bzowej
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Abstract
A method for conversion of a starting compound containing a carbon-oxygen double bond to a corresponding product containing a carbon-carbon bond, in particular for conversion of a carbonyl compound to the corresponding olefinic derivative, in which the carbonyl substrate is reacted with an appropriate titanocene derivative. The method is particularly suitable for the olefination of aldehydes, ketones, esters, lactones, amides and lactams. The olefination procedure using these titanocene derivatives proceeds rapidly and in high yield, and is of a more general applicability than heretofore known methods.
Claims16
A method for conversion of a starting compound containing a carbon-oxygen double bond to a corresponding product containing a carbon-carbon bond, which method comprises:
- reacting the compound with a titanocene compound of the formula ##STR49## wherein Cp is cyclopentadienyl or substituted cyclopentadienyl;
- R.sup.1 is Cp or R.sup.4 ;
- and
- R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group consisting of alkyl, alkenyl, alkynyl and aryl, with the proviso that at least one of R.sup.2, R.sup.3 and R.sup.4 is --CHR.sup.5 R.sup.6, in which R.sup.5 and R.sup.6 are non-interfering substituents,
- whereby the carbon-oxygen double bond is replaced by a carbon-carbon double bond to provide an olefin.
Dependencies are inferred from the claim text.