Thermal reorganisation reactions—I: Thermal cyclization of eleostearates

UR Nayak, AH Kapadi, S Dev

Index: Nayak,U.R. et al. Tetrahedron, 1970 , vol. 26, p. 5071 - 5081

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Citation Number: 7

Abstract

Intramolecular thermal cyclization of methyl α-(or β)-eleostearate has been achieved in good yield by the tactical use of sulphur as catalyst. Under relatively mild conditions (∼ 160°), the primary cyclic monomer (methyl cycloeleostearate-I) has been obtained and unambiguously shown to be methyl 5-butyl-1, 3-cyclohexadiene-6-caprylate (IV). Under more energetic conditions (∼ 240°) isomers V and VI are formed at the expense of the primary cyclic ...