Issue 24, 1991

Protecting group improvement by isotopic substitution: application to the synthesis of the quinone system of fredericamycin A

Abstract

Use of a trideuteriomethoxy group for phenol protection, instead of the classical methoxy group, serves to suppress an unwanted intramolecular hydrogen transfer during a radical cyclization experiment, and leads to a spiro compound of a type that can be converted into the spiro diketone–quinone system of the antitumour agent, fredericamycin A.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1991, 1755-1757

Protecting group improvement by isotopic substitution: application to the synthesis of the quinone system of fredericamycin A

D. L. J. Clive, A. Khodabocus, M. Cantin and Y. Tao, J. Chem. Soc., Chem. Commun., 1991, 1755 DOI: 10.1039/C39910001755

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