Meyer-Schuster reaction propargylic alcohols

Although direct oleflnation of l,4-dien-3-ones is synthetically difficult, an indirect route is now available conversion of the carbonyl to the propargyl alcohol, followed by catalytic Meyer-Schuster rearrangement using vanadyl acetoacetate [VO(acac)2]. Asymmetric alkoxyallylation of aldehydes has been achieved using a combined carbocupration-zinc homologation-allylation reaction in one pot. ... 

The iron(III) chloride-catalyzed ring expansion reaction of 2-azetidinone-tethered alkynols and allenols provides pyrroles or y-lactones, respectively (Scheme 4-351). The proposed mechanism for the pyrrole formation includes a Meyer-Schuster rearrangement of the propargyl alcohol to the corresponding allenyl alcohol, P-lactam ring opening, tautomerization of the allenyl alcohol to the a,P-unsaturated carbonyl compound, and cyclization by attack of the amino group to the ketone under dehydration. ... 

In contrast, the reaction of secondary propargylic alcohols in 2-propanoI/H20 at 100°C in the presence of 5 mol% of RuCl(Cp)(PMe3)2 leads to conjugated enals with ( )-stereoselectivity (formal Meyer Schuster rearrangement products) (Scheme 36) [125]. 

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