Stereochemical Models for Rh-Catalyzed Amination Reactions of Chiral Sulfamates
- 8 November 2003
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (25) , 4823-4826
- https://doi.org/10.1021/ol035776u
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.Keywords
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