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Stereochemical models for rh-catalyzed amination reactions of chiral sulfamates.
- Source :
-
Organic letters [Org Lett] 2003 Dec 11; Vol. 5 (25), pp. 4823-6. - Publication Year :
- 2003
-
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]
Details
- Language :
- English
- ISSN :
- 1523-7060
- Volume :
- 5
- Issue :
- 25
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 14653683
- Full Text :
- https://doi.org/10.1021/ol035776u