The Lithium Aluminum Hydride Reduction of p-Substituted Stilbene Oxides

A Feldstein, CA VanderWerf

Index: Feldstein; VanderWerf Journal of the American Chemical Society, 1954 , vol. 76, p. 1626,1627

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Citation Number: 23

Abstract

As part of a study of the effect of electronic factors on the direction of sN2 ring opening in unsymmetrical epoxides where steric factors are largely eliminated, the reduction of trans-p- methylstilbene oxide and trans-p-chlorostilbene oxide with lithium aluminun~ hvdride was investigated. trans-p-Methylstilbene oxide gave approximately 6Oy~ of p- methylbenzylphenylcarbinol and 407: of benzyl-p-tolylcarbinol, whereas trans-p- ...