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  • Title: Palladium-catalyzed diastereoselective coupling of propargylic oxiranes with terminal alkynes.
    Author: Yoshida M, Hayashi M, Shishido K.
    Journal: Org Lett; 2007 Apr 26; 9(9):1643-6. PubMed ID: 17388602.
    Abstract:
    [reaction: see text] A diastereoselective coupling of propargylic oxiranes with terminal alkynes has been developed with use of a palladium catalyst. The stereochemistries of the resulting 4-alkynyl-substituted 2,3-allenols have been altered depending on the palladium catalyst. An optically active anti-substituted allene was synthesized from the reaction of an enantiomerically enriched propargylic oxirane without loss of chirality.
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