Guy Ville

Phénylation d'alcools allyliques acycliques : II. Regioselectivite du transfert d'hydrogene

PdCl2, HNaCO3-catalysed phenylation of deuterium-labelled allylic butenols, a Heck type reaction, proceeds by a highly regioselective 1,2-hydrogen shift via a Wacker type intermediate. No decomplexed enol was formed during this reaction.

RuCl3–NaOH as a reaǵent for chirality transfer. Synthesis of chiral β-deuteriated ketones by asymmetric induction

Chiral β-deuteriated acyclic ketones have been quantitatively obtained by a 37% stereospecific isomerisation of the corresponding allylic alcohols.

Chirality transfer. A stereospecific palladium salt catalyzed phenylation of chiral butenols.

Abstract (R)-(|) and (S)-(+)-3-phenyl butanones have been obtained by a 20% stereospecific palladium catalyzed β-phenylation of the corresponding chiral butenols, the catalyst acting preferentially, through an alkoxide complex, by one face of the alcohol double bond, e.g. the si face of (R)-(|)3-butene-2-ol(I).

Palladium catalysed phenylation of allylic alcohols; dramatic effect of tertiary amines on the reaction rate

The rate of palladium catalysed phenylation of allylic alcohols is markedly enhanced by addition of tertiary amines, presumably by co-ordination to the palladium atom to form very reactive species.

RuCl3, NaOH-catalyzed isomerization of allylic alcohols to saturated ketones: Part II Regiochemistry

Abstract The RuCl 3 , NaOH-catalyzed isomerization of allylic alcohols to saturated ketones is shown to occur by an intramolecular 1,3-hydrogen shift. The rate-determining step does not involve cleavage of an allylic carbon-hydrogen bond.