Rhenium-Catalyzed Coupling of Propargyl Alcohols and Allyl Silanes

摘要: A mild method for the regioselective coupling of propargyl alcohols and allylsilanes is described. The employs an air- moisture-tolerant rhenium-oxo complex ((dppm)ReOCl3) as a catalyst formation sp3-carbon−sp3-carbon bonds without need prior activation alcohol halide or pseudohalide. stability high oxidation state rhenium allows simple reisolation reuse catalyst. broad range functional groups tolerated including aryl halides, olefins, esters, acid-labile such acetals. Furthermore, displacement occurs preferentially even in presence other electrophiles primary alkyl halides conjugated esters. use enantiopure crotylsilanes partners asymmetric construction two adjacent stereocenters. potential this reaction demonstrated synthesis δ-lactone, di-O-methylcalopin.