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Journal of the Chemical Society C Organic

Article . 1969 . Peer-reviewed

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Allylic rearrangements of cyclo-octatetraenylmethanols

Name: Allylic rearrangements of cyclo-octatetraenylmethanols
Keywords: 3. Good health

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 1969Publisher:Royal Society of Chemistry (RSC)Journal:Journal of the Chemical Society C: Organic (issn: 0022-4952,

Authors: E. S. Waight; R. P. Houghton;

doi: 10.1039/j39690000978

Allylic rearrangements of cyclo-octatetraenylmethanols

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Abstract

Three alcohols in which the hydroxy-group is allylic to one of the double bonds of a cyclo-octatetraene ring have been prepared by condensation of cyclo-octatetraenyl-lithium with benzaldehyde and acraldehyde, and by reduction of the ketone obtained from cyclo-octatetraenyl-lithium and crotononitrile. In acid solution all three alcohols undergo allylic rearrangements, but only in the case of the alcohol derived from benzaldehyde is the major product formed by migration of the cyclo-octatetraene double bond.

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Allylic rearrangements of cyclo-octatetraenylmethanols

Allylic rearrangements of cyclo-octatetraenylmethanols

7 Research products, page 1 of 1

The photochemical conversion of some heterocyclic acraldehydes into derivatives of propionic acid

The chemistry of piperidines—I

411. Alkenylation by use of lithium alkenyls. Part II. The condensation of isobutenyl-lithium with acraldehyde and crotonaldehyde, and the oxotropic rearrangement of the resulting carbinols. (Studies in molecular rearrangement. Part IV.)

Light-induced and related reactions of quinones. Part V. Substituent effects in light-induced reactions between p-quinones and aldehydes

ChemInform Abstract: Highly Site‐Selective Sequential Alkenylation of Oxalyl Amide Protected Phenylpropylamine Derivatives via a Seven‐Membered Palladacycle.

221. The thermal decomposition of 2 : 3-dihydro-γ-pyran. A new preparation of acraldehyde

Conformations of some αβ-unsaturated carbonyl compounds. Part I. Infrared spectra of acraldehyde, crotonaldehyde, methyl vinyl ketone, and ethylideneacetone