Participation of the styrene group as a terminator of biomimetic polyene cyclizations. Formation of the trans-8-methylhydrindan ring system

WS Johnson, LA Bunes

Index: Johnson,W.S.; Bunes,L.A. Journal of the American Chemical Society, 1976 , vol. 98, p. 5597 - 5602

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Citation Number: 14

Abstract

Abstract: The aim of this study was to examine the styrene group as a cyclization terminator of a biomimetic polyene cyclization, in the hope that it would participate so as to favor formation of a five-membered ring as suggested by the conversion of cation G into H. The model substrate 1 was synthesized from the bromodiene 6 (prepared according to Scheme I) by the sequence outlincd in Scheme 11. On treatment with stannic chloride in ...