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  • Title: Highly enantioselective proton-initiated polycyclization of polyenes.
    Author: Surendra K, Corey EJ.
    Journal: J Am Chem Soc; 2012 Jul 25; 134(29):11992-4. PubMed ID: 22780430.
    Abstract:
    This report describes the synthesis of a range of chiral polycyclic molecules (tricyclic to pentacyclic) from achiral polyene precursors by enantioselective proton-initiated polycyclization promoted by the 1:1 complex of o,o'-dichloro-BINOL and SbCl(5). Excellent yields (ca. 90% per ring formed) and enantioselectivety (20:1 to 50:1) were obtained. The process is practical as well as efficient, because the chiral ligand is both readily prepared from R,R- or S,S-BINOL and easily recovered from the reaction mixture by extraction.
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