Synthesis of 1-p-methoxyphenyl- and 1-(p-methoxyphenyl)-4- methylbicyclo(2.2.1)heptan-7-one. The oxidation of 7-hydroxy-1-(p- methoxyphenyl)-4-methylbicyclo(2.2.1)heptane-7-carboxylic acid with lead tetraacetate

Deb, S. ; Chakraborti, R. ; Ghatak, U. R. (1993) Synthesis of 1-p-methoxyphenyl- and 1-(p-methoxyphenyl)-4- methylbicyclo(2.2.1)heptan-7-one. The oxidation of 7-hydroxy-1-(p- methoxyphenyl)-4-methylbicyclo(2.2.1)heptane-7-carboxylic acid with lead tetraacetate Synthetic Communications, 23 (7). pp. 913-924. ISSN 0039-7911

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Related URL: http://dx.doi.org/10.1080/00397919308013288

Abstract

A simple synthetic route to 1-p-methoxyphenyl and 1-p-methoxyphenyl-4-methylbicyclo [2.2.1]heptan-7-one 6b,a has been developed through benzilic acid rearrangement of the bicyclo[2.2.1]octandiones 2b,a. The oxidation of 7-hydroxy-1-p-methoxyphenyl-4-methylbicyclo[2.2.1]heptan-7-carboxylic acid 3a with lead tetraacetate gives the carbolactone 7a which is also formed by the reaction of the ketone 6a with m-chloroperbenzoic acid.

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Deposited On:	15 Dec 2010 12:26
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