Ligand Controlled Highly Regio- and Enantioselective Synthesis of α-Acyloxyketones by Palladium-Catalyzed Allylic Alkylation of 1,2-Enediol Carbonates
Barry M. Trost*, Jiayi Xu and Thomas Schmidt
*Department of Chemistry, Stanford University, Stanford,
California 94305-5080, Email: bmtrost
stanford.edu
B. M. Trost, J. Xu, T. Schmidt, J. Am. Chem. Soc., 2008, 130, 11852-11853.
DOI: 10.1021/ja8038954
Abstract
The palladium catalyzed decarboxylative asymmetric allylic alkylation of allyl 1,2-enediol carbonates gives exclusively α-hydroxyketones in very good yields and high enantiomeric excesses using Lnaph as ligand in DME. The reaction proceeds under extremely mild conditions and tolerates a broad range of esters.
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B. M. Trost, J. Xu, M. Reichle, J. Am. Chem. Soc., 2007, 129, 282-283.
Key Words
Homoallylic Alcohols, Carbonyl Compounds, Tsuji-Trost Reaction
ID: J48-Y2008-2360
