Preparative and mechanistic studies toward the rational development of catalytic, enantioselective selenoetherification reactions

SE Denmark, D Kalyani, WR Collins

Index: Denmark, Scott E.; Kalyani, Dipannita; Collins, William R. Journal of the American Chemical Society, 2010 , vol. 132, # 44 p. 15752 - 15765

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Citation Number: 72

Abstract

A systematic investigation into the Lewis base catalyzed, asymmetric, intramolecular selenoetherification of olefins is described. A critical challenge for the development of this process was the identification and suppression of racemization pathways available to arylseleniranium ion intermediates. This report details a thorough study of the influences of the steric and electronic modulation of the arylselenenyl group on the configurational ...