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  • Title: Catalytic enantioselective Cr-mediated propargylation: application to halichondrin synthesis.
    Author: Liu S, Kim JT, Dong CG, Kishi Y.
    Journal: Org Lett; 2009 Oct 15; 11(20):4520-3. PubMed ID: 19810761.
    Abstract:
    A catalytic enantioselective propargylation in the presence of 10 mol % of Cr catalyst prepared from Cr(III) bromide and (R)-sulfonamide E furnishes homopropargyl alcohol 8 in 78% yield with 90% ee. Coupled with the workup based on Amano-lipase, this method provides a practical synthesis of optically pure 8 on a multigram scale. With maintenance of its optical purity, 8 has been converted to 1b, the C14-C19 building block of halichondrins and E7389, in two steps.
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