The Role of Neighboring Groups in Replacement Reactions. XX. Some Conversions of Cyclopentane and Indan Derivatives1

S Winstein, RM Roberts

Index: Winstein; Roberts Journal of the American Chemical Society, 1953 , vol. 75, p. 2297,2300

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Citation Number: 21

Abstract

The control of the steric result and the nature of the product of replacement reactions by participation of neighboring bromine and acetoxy groups is further illustrated by reactions of several cyclopentane and indan derivatives. Cyclopentene dibromide, indene dibromide and trans-1-acetoxy-2-bromoindan all react with silver acetate in acetic acid to give the ester of trans-glycol in anhydrous solvent and the ester of cis-glycol in moist solvent. ...

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