Synthesis of chiral alkynes having 2 H or halogen at the secondary or tertiary propargylic stereogenic center by hydrolysis and halogenolysis of optically active …
The hydrolysis and halogenolysis of optically active allenyltitaniums, generated by the reaction of a Ti (Oi-Pr) 42 i-PrMgCl reagent with optically active propargyl alcohol derivatives, proceed in a regioselective way and with excellent degree of chiral transfer, thus opening up a highly efficient and practical route to chiral alkynes having 2H or Cl at the stereogenic propargylic center.