Issue 11, 1972

Mechanism of the Wolff rearrangement of α-diazohomoadamantanone: evidence against oxiren participation

Abstract

Photolysis of 5-diazo[5-14C]homoadamantan-4-one in aqueous tetrahydrofuran leads to adamantane 2-carboxylic acid with only 0·9% of the label in the carboxylic group indicating that oxiren participation is insignificant in the Wolff rearrangement of this polycyclic system.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1972, 694-695

Mechanism of the Wolff rearrangement of α-diazohomoadamantanone: evidence against oxiren participation

Z. Majerski and C. S. Redvanly, J. Chem. Soc., Chem. Commun., 1972, 694 DOI: 10.1039/C39720000694

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