INTRAMOLECULAR CYCLIZATION OF 2'-OLEFINIC SIDE-CHAINS ON ANODICALLY OXIDIZED 4-PHENYLPHENOLS. THE EFFECT OF OLEFIN SUBSTITUENTS ON CARBON-CARBON BOND FORMATION

DOI: 10.1016/S0040-4020(01)87055-1

Source and publish data:

Tetrahedron p. 655 - 664 (1991)

Update date:2022-08-04

Topics:

Authors:

Morrow, Gary W.

Chen, Ying

Swenton, John S.

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Article abstract of DOI:10.1016/S0040-4020(01)87055-1

The anodic oxidation of 4-(2'-alkenylphenyl)phenols in acetonitrile/methanol affords spirodienones arising from cyclization of the olefinic side-chain to the 4-position of the phenol and reaction of the resulting benzylic cation with methanol.The efficiency of this carbon-carbon bond-forming reaction is dependent upon the olefinic substituents.

Full text of DOI:10.1016/S0040-4020(01)87055-1

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