Highly Regioselective Pd-Catalyzed Intermolecular Aminoacetoxylation of Alkenes and Evidence for cis-Aminopalladation and SN2 C-O Bond Formation
Guosheng Liu and Shannon S. Stahl*
*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, Email: stahlchem.wisc.edu
G. Liu, S. S. Stahl, J. Am. Chem. Soc., 2006, 128, 7179-7181.
DOI: 10.1021/ja061706h (free Supporting Information)
An intermolecular Pd-catalyzed aminoacetoxylation of alkenes with phthalimide as the nitrogen source and PhI(OAc)2 as the stoichiometric oxidant and source of acetate achieves a highly regio- and diastereoselective oxidative 1,2-difunctionalization of alkenes. The mechanism is discussed.
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