Electronic polarizability-based stereochemical model for Sharpless AD reactions
Softness really is the hard force! Reported here was the critical yet long-overlooked role of electronic polarizability (i.e., 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 dihydroxylation (AD) systems, from which a new polarizability-based stereochemical model of predictive power was suggested.
Han, Peng,Wang, Ruji,Wang, David Zhigang
supporting information; experimental part
p. 8873 - 8878
(2011/12/02)
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