Abstract
Metallic silver initiates short-chain homolytic decomposition of tertiary alkyl hypochlorites and hypobromites. Evidence is presented that the reaction of tertiary alcohols with silver oxide – mercuric oxide – bromine involves formation and homolytic decomposition of alkyl hypobromite followed by cyclization of γ-bromo alcohols. A convenient synthesis of tricyclo[4.3.1.03,8]decan-4-one (4-proto-adamantanone) is described.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
27 articles.
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