Studies on the pinacol coupling reaction

BP Mundy, R Srinivasa, Y Kim, T Dolph…

Index: Mundy, Bradford P.; Srinivasa, Ramanujan; Kim, Youseung; Dolph, Thomas; Warnet, Ronald J. Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1657 - 1661

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Citation Number: 21

Abstract

The mixed pinacol coupling reaction has been carefully analyzed. Although a trend toward statistical distribution of products can be found, it is observed that true statistical distributions are rarely observed. Ring-size and alkyl substituent effecta are examined. A through-space heteroatom influence on coupling is noted. By use of (R)-(+)-3-methylcyclohexanone, a very specific effect of coupling conditions on product stereochemistry is observed.