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Synfacts 2009(6): 0646-0646
DOI: 10.1055/s-0029-1217156
DOI: 10.1055/s-0029-1217156
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Stereoselective Domino Prins-Friedel-Crafts Reaction
U. C. Reddy, S. Bondalapati, A. K. Saikia*
Indian Institute of Technology, Guwahati, India
Further Information
Publication History
Publication Date:
25 May 2009 (online)
Significance
An efficient synthesis of unsymmetrical 2,6-disubstituted 4-aryltetrahydropyrans is described using a domino Prins-Friedel-Crafts reaction. The scope includes a large variety of aryl, heteroaryl, and aliphatic aldehydes, and several neutral and electron-rich arenes. Extension to ketone substrates creates spirocyclic compounds in moderate yields.