Abstract
C 1-Symmetric phosphino-oxazolines, ( S,S)- and ( S,R)-2-[4-(isopropyl)oxazol-2-yl]-2′-diphenylphosphino-1,1′-binaphthyl, which possess both phosphine and oxazoline moieties, were prepared from racemic binaphthol and enantiomerically pure ( S)-(+)-2-amino-3-methyl-1-butanol in high yields. Reaction of 1,3-diphenyl-2-propenyl acetate with dimethyl sodiomalonate in the presence of 2 mol% of palladium catalysts bearing the new chiral ligands proceeded with high enantioselectivity to give allylic alkylation products of up to 91% ee.
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