Preparation of Oxocanes by Electrophilic Cyclizations of Unsaturated Alcohols in the Presence of Bis (collidine) halonium (I) Hexafluorophosphates

C Mendes, S Renard, M Rofoo…

Index: Mendes, Christelle; Renard, Sylvie; Rofoo, Mazin; Roux, Marie-Claude; Rousseau, Gerard European Journal of Organic Chemistry, 2003 , # 3 p. 463 - 471

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Citation Number: 9

Abstract

Abstract 7-Octen-1-ols substituted in the sp 3− sp 3 carbon chain with carbocyclic (phenyl and cyclopropane) and heterocyclic (epoxide and dioxolane) moieties were prepared and their cyclizations in the presence of bis (collidine) iodonium (I) and-bromonium (I) hexafluorophosphates as electrophiles were studied. Oxocanes were obtained in modest to good yields when a rigid cyclic moiety (cyclopropane or phenyl) was present in the chain, ...