Stereochemical models for rh-catalyzed amination reactions of chiral sulfamates |
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Authors: | Wehn Paul M Lee Jihee Du Bois J |
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Institution: | Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA. |
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Abstract: | Oxidative C-H amination of chiral sulfamate esters using achiral Rh-carboxylate catalysts, PhI(OAc)(2), and MgO occurs in high yield and with good to excellent diastereocontrol. A number of examples are included to support a proposed transition state model that accounts for the observed stereoinduction. In addition, stereoselective intramolecular aziridination with substituted homoallyl sulfamates is demonstrated and is rationalized through an analogous stereochemical construct. reaction: see text] |
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