The Journal of Organic Chemistry

Conversion of one hydroxy group in a diol to a phenyl ether with triphenylbismuth diacetate, a new glycol reaction showing strong axial preference in six-membered …

S David, A Thieffry

Index: David, Serge; Thieffry, Annie Journal of Organic Chemistry, 1983 , vol. 48, # 4 p. 441 - 447

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Citation Number: 33

Abstract

After being refluxed for a few hours, a dichloromethane solution of a diol with triphenylbismuth diacetate gave in most awes excellent yields of a monophenyl ether. No diphenylated products were found. Tertiary hydroxy groups were only phenylated in bis tertiary diols, and then in poor yield. Increasing the distance between the hydroxy groups up to six carbon atoms decreased the speed of the reaction which nevertheless was still ...