(Excerps taken from March's 5th edition.....pg. 930 Sec. 14-9)
Arylation and Alkylation of Alkenes by Organopalladium compounds : The Heck Reaction
R2C=CH2 +"ArPdX"------>R2C=CH-Ar
"the Heck Reaction is not limited to activated substrates. The substrate can be a simple alkene , or it can contain a variety of functional groups,such as ester, ether,(348,349), carboxylic acids, phenolic or cyano groups.(350) It can also be a diene.(351) Primary and sedondary allylic alcohols (and even non -allylic unsaturated alcohols (352) ) give aldehydes or ketones that are products of double -bond migration,(353)..."
e.g. CH2=CH-CH2OH-----PhPdCl------>PhCH2CH2CHO
References.
348.For a review pertaining to enol ethers, see Daves Jr.,G.D. Adv. Met.-Org. Chem., 1991,2,59
349. Larhead, M,; Hallberg, A. J.Org.Chem.,1996,61,9582
350.for a review of cases where the alkenen contains an heteroatom, see Daves Jr., G.D.; Hallberg, A. Chem. Rev. 1989,89,1433
351.Jeffrey,T. Tetrahedron Lett., 1991,33,1989
352.Larock, R, C,; Leung, W.; Stolz-Dunn, S.Tetrahedral Lett..1989,30,6629
353.See, for example, Melpolder, J.P.;Heck, R.F.J. Org. Chem.,1976,41,265Chalk, A.J.; Magennis, S.A. J. Org. Chem., 1976,41,273,...1206
Note:... so based on the above text and example then......
CH3-CH(OH)-CH3------>PhPdCl----->PhCH2-CO-CH3
should also be possible.....java