Proximity Effects. XIX. Solvolysis of 4-Cycloöcten-1-yl Brosylate with Trifluoroacetic Acid1, 2

AC Cope, JM Grisar, PE Peterson

Index: Cope,A.C. et al. Journal of the American Chemical Society, 1960 , vol. 82, p. 4299 - 4307

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Citation Number: 26

Abstract

Solvolysis of 4-cycloocten-1-yl brosylate (I) with trifluoroacetic acid followed by hydrolysis gave the known alcohols exo-and endo-bicyclo [3.3. 0] octan-2-ol(I1 and 111) and the hitherto unknown alcohols exo-bicyclo [3.2. l] octan-8-01 (IV) and cis-bicyclo [3.3. 0] octan-l- ol (Y), Evidence for the structure and configuration of the unknown alcohols is presented and includes the synthesis of endo-bicyclo [3.2. l] octan-8-ol(X) from bicyclo [3.2. l] octan-8-one ...