Rhenium(VII) Catalysis of Prins Cyclization Reactions
Kwanruthai Tadpetch and Scott D. Rychnovsky*
*Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, Email: srychnovuci.edu
K. Tadpetch, S. D. Rychnovsky, Org. Lett., 2008, 10, 4839-4842.
DOI: 10.1021/ol8019204 (free Supporting Information)
The rhenium(VII) complex O3ReOSiPh3 is a particularly effective catalyst for Prins cyclizations using aromatic and α,β-unsaturated aldehydes. The reaction conditions are mild, and the highly substituted 4-hydroxytetrahydropyran products are formed stereoselectively.
see article for more examples