The Journal of Organic Chemistry

Synthesis of 2, 2'-diacyl-1, 1'-biaryls. Regiocontrolled protection of ketones in unsymmetrically substituted 9, 10-phenanthrenequinones

M Mervic, E Ghera

Index: Mervic, Miljenko; Ghera, Eugene Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4720 - 4725

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Citation Number: 14

Abstract

A regiocontrolled monoketalization of unsymmetrically substituted phenanthrenequinones by use of 2, 2-di-methyl-1, 3-propanediol as the ketalizing reagent has been effected with the help of bromo substitution in one of the aromatic rings at the C-1 or C-8 position. The effect of bromo substitution is of a steric nature and the ketalization enabled the regioselective elaboration of 9, lM. etrasubstituted phenanthrenediols which on ...