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Showing papers on "Claisen rearrangement published in 1967"



Journal ArticleDOI
TL;DR: In this article, a novel acid catalysed reaction of vinyl ethers with tertiary vinyl carbinols giving γ, δ-unsaturated aliphatic and alicyclic aldehydes in high yields is described.
Abstract: A novel acid catalysed reaction of vinyl ethers with tertiary vinyl carbinols giving γ, δ-unsaturated aliphatic and alicyclic aldehydes in high yields is described. This new procedure for the utilization of the Claisen rearrangement reaction provides a convenient and efficient route to such aldehydes.

42 citations



Journal ArticleDOI
C.G. Krespan1
TL;DR: In this paper, the Claisen rearrangement was demonstrated with allyl vinyl ethers in which the vinyl segment was heavily substituted with negative groups, such as fluoro, fluoroalkyl, chloro and alkoxy as negative substituents.

26 citations


Journal ArticleDOI
TL;DR: In this article, two conceivable mechanistic pathways in the conversion of 1,4-diaryloxy-2butynes to benzofurobenzopyrans, one is eliminated and the other validated.

23 citations






Journal ArticleDOI
TL;DR: In this article, the synthesis of the racemate of the naturally occurring phenol, bakuchiol, p-(3,7-dimethyl-3-vinylocta-trans-1,6-diimyl)phenol, is reported.
Abstract: The synthesis of the racemate of the naturally occurring phenol, bakuchiol, p-(3,7-dimethyl-3-vinylocta-trans-1,6-diimyl)phenol, is reported. The key step was the in situ formation and Claisen rearrangement of the geranyl enol ether of acetophenone to 1-p-methoxyphenyl-3,7-dimethyl-3-vinyloct-6-en-1-one (IIIa). Bakuchiol cyclised readily in the presence of acid.

3 citations


Journal ArticleDOI
TL;DR: In this article, the ortho Claisen rearrangement of dissymmetrical, 1,4-diaryloxy-trans-2-butenes has been studied and degradative evidence was provided to determine the migratory aptitude of the aryl moieties.