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Asymmetric synthesis of beta hydroxy alpha alkylamino acids by asymmetric aldol reaction of alpha isocyanocarboxylates catalyzed by chiral ferrocenylphosphine gold i complexes



Asymmetric synthesis of beta hydroxy alpha alkylamino acids by asymmetric aldol reaction of alpha isocyanocarboxylates catalyzed by chiral ferrocenylphosphine gold i complexes



Tetrahedron 44(17): 5253-5262



Aldol reaction of methyl .alpha.-isocyanocarboxylates (CNCH(R)COOMe: R = H, Me, Et, i-Pr) with benzaldehyde or acetaldehyde in the presence of 0.5-1.0 mo1% of a chiral (aminoalkyl) ferrocenylphosphine-gold (I) complex gave optically active 4-methoxycarbonyl-4,5-dialkyl-2-oxazolines with high enantioselectivity in a quantitative yield. The oxazolines were converted into optically active .beta.-hydroxy-.alpha.-alkylamine acid methyl esters.

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