Chemistry of higher order, mixed organocuprates. 1. Substitution reactions at unactivated secondary centers

BH Lipshutz, RS Wilhelm, DM Floyd

Index: Lipshutz, Bruce H.; Wilhelm, Robert S.; Floyd, David M. Journal of the American Chemical Society, 1981 , vol. 103, # 25 p. 7672 - 7674

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Citation Number: 166

Abstract

By quantitative VPC (6-ft X IlS-in. 20% SE-10% starting material observed VPC indicated 6% starting material at-78 OC and then warming the resulting mixture to-50 “C for 30-60 min afforded the desired product in quantitative yield (VPC). ll This remarkable coupling process contrasts quite favorably with previous studies2-” not only in terms of efficiency but with respect to reaction conditions as well. Traditionally, 5-10 equiv of reagent have been used ...