4,810,000 Yen
(Direct Cost: 3,700,000 Yen Indirect Cost: 1,110,000 Yen)
Research Abstract
Chiral aluminum catalyst system has been developed for the enantioselective vinylation of aldehydes. Disubstituted (E)-vinylaluminum reagents, generated regio- and stereoselectively by the carboalumination of terminal alkynes with trimethylaluminum, were used straightforwardly without transmetalation to vinyltitanium reagents in subsequent enantioselective addition to aldehydes with a 3,5-diphenylphenyl-H8-BINOL-derived chiral aluminum catalyst at low catalyst loading (5 mol%). The reaction afforded the corresponding enantiomerically enriched secondary allylic alcohols with a reversal of selectivity observed in closely relevant reactions catalyzed by a chiral titanium complex derived from the same ligand.
