Synthetic Communications

Convenient Preparation of Cycloalkenyl Boronic Acid Pinacol Esters

V Rauniyar, H Zhai, DG Hall

Index: Rauniyar, Vivek; Zhai, Huimin; Hall, Dennis G. Synthetic Communications, 2008 , vol. 38, # 22 p. 3984 - 3995

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Citation Number: 7

Abstract

Abstract A practical method for the preparation of cycloalkenyl boronic acid pinacol esters is described. These important synthetic intermediates are typically made using more expensive methods like transition metal-catalyzed borylation of alkenyl halides or triflates. In this work, they are obtained from the simple corresponding cycloalkanones, which are subjected to Shapiro reaction conditions followed by trapping with a borate ester. The ...