Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Ethers, allylic, sigmatropic rearrangement from phenols

One reaction much used to produce the ortho relationship is the Claisen rearrangement.9 An allyl ether 36 from a phenol and an allylic halide 35 undergoes [3,3] sigmatropic rearrangement to give an intermediate 37 that is the keto form of a new phenol 38 with the allyl group now in the ortho position. [Pg.95]

The aromatic variation of the Claisen rearrangement is the [3,3] sigmatropic rearrangement of an allyl phenyl ether to an intermediate, which quickly tautomerizes to an ort/jo-substituted phenol. In this rearrangement, an allyl group migrates from a phenolic oxygen to a carbon atom ortho to it. [Pg.115]

A new site-selective dehydration can convert allylic alcohols (64) and (66) into the dienes (65) and (67) respectively, using 2,4-dinitrobenzenesulphenyl chloride in triethylamine. The intermediate selenenate ester presumably undergoes [2,3] sigmatropic rearrangement to the allyl selenoxide, which then fragments to the diene. Palladium diacetate-triphenylphosphine appears to be an effective catalyst for the elimination of acetic acid or phenol from allylic acetates or phenyl ethers respectively, leading to 1,3-dienes in high yield. ... [Pg.23]


See other pages where Ethers, allylic, sigmatropic rearrangement from phenols is mentioned: [Pg.150]    [Pg.4]    [Pg.497]    [Pg.497]    [Pg.88]    [Pg.255]    [Pg.243]    [Pg.497]    [Pg.110]    [Pg.82]   
See also in sourсe #XX -- [ Pg.173 , Pg.1004 ]




SEARCH



Allyl ethers

Allyl ethers, rearrangement

Allyl phenols

Allyl rearrangement

Allylic ethers, sigmatropic rearrangement

Allylic rearrangement

Ethere from phenols

Ethers rearrangements

Ethers sigmatropic

From ethers

From phenols

Phenolic ethers

Phenolic ethers rearrangement

Phenols rearrangement

Sigmatropic -rearrangements rearrangement

© 2024 chempedia.info