Issue 18, 1990

The mechanism of the thermal rearrangement of the marasmane sesquiterpene (+)-isovelleral. Cyclopropane ring closure via an intramolecular ene reaction

Abstract

The reversible thermal conversion of the fungal sesquiterpene Isovelleral (2) into (1) is a unique Intramolecular ene reaction proceeding via the bicyclic enol (3), which is demonstrated by kinetic studies, deuterium incorporation, and the trapping of (3).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 1260-1262

The mechanism of the thermal rearrangement of the marasmane sesquiterpene (+)-isovelleral. Cyclopropane ring closure via an intramolecular ene reaction

T. Hansson, R. Bergman, O. Sterner and B. Wickberg, J. Chem. Soc., Chem. Commun., 1990, 1260 DOI: 10.1039/C39900001260

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