Cyclic Polyolefins. XVI. Phenylcycloheptatriene and Phenylcycloöctatriene1

AC Cope, AA D'Addieco

Index: Cope; D'Addieco Journal of the American Chemical Society, 1951 , vol. 73, p. 3419,3423

Full Text: HTML

Citation Number: 15

Abstract

Pseudopelletierine (11) has been converted into phenylcyclooctatriene (XV) by a reaction sequence analogous to the one used by Willstatter to prepare 1, 3, 5-cyclooctatriene from 11. In the first step of the synthesis pseudopelletierine was treated with phenyllithium to form 3-phenyl-N-methylgranatoline (IV). The reaction of IV with thionyl chloride followed by treatment with potassium hydroxide yielded 3-phenyl-N-methylgranatenine(VI), which was ...