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J Org Chem. 1998 Apr 17;63(8):2676-2678.

Quinone Alkylation Using Organocadmium Reagents: A General Synthesis of Quinols.

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1
Department of Chemistry, Lebanon Valley College, Annville, Pennsylvania 17003.

Abstract

Reactions of p-benzoquinone with organocadmium reagents yield quinols, the result of quinone carbonyl monoalkylation. The reactions proceed in good yield and are devoid of bisaddition and hydroquinone byproducts. Quinone alkylations using this method show general applicability to p-benzoquinone as well as extended quinone systems using primary alkyl, secondary alkyl, and aryl reagents.

PMID:
11672136
DOI:
10.1021/jo972300d

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