Electronic polarizability-based stereochemical model for Sharpless AD reactions

P Han, R Wang, DZ Wang

Index: Han, Peng; Wang, Ruji; Wang, David Zhigang Tetrahedron, 2011 , vol. 67, # 46 p. 8873 - 8878

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Citation Number: 6

Abstract

Softness really is the hard force! Reported here was the critical yet long-overlooked role of electronic polarizability (ie, softness) effect in controlling absolute stereochemical courses of general asymmetric induction events. Thus, a sensitive dependence of the sense of chiral induction on an alkene substrate's substituent electronic polarizability character was uncovered from a range of structurally highly comparable Sharpless asymmetric ...