Synthesis of 2,6-Disubstituted Piperazines by a Diastereoselective Palladium-Catalyzed Hydroamination Reaction
Brian M. Cochran and Forrest E. Michael*
*Department of Chemistry, University of Washington, Box
351700, Seattle, Washington 98195-1700, Email: michael
chem.washington.edu
B. M. Cochran, F. E. Michael, Org. Lett., 2008, 10, 329-332.
DOI: 10.1021/ol702891p
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Abstract
A highly diastereoselective intramolecular hydroamination is the key step in a modular synthesis of 2,6-disubstituted piperazines. The requisite hydroamination substrates were prepared in excellent yields by nucleophilic displacement of cyclic sulfamidates derived from amino acids. Various alkyl and aryl substituents at the 2-position were tolerated.
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Key Words
ID: J54-Y2008-0270
