Asymmetric aldol reaction of α-ketoesters with isocyanoacetate and isocyanoacetamide catalyzed by a chiral ferrocenylphosphine-gold(I) complex
作者:Yoshihiko Ito、Masaya Sawamura、Hitoshi Hamashima、Takashi Emura、Tamio Hayashi
DOI:10.1016/s0040-4039(01)80773-5
日期:1989.1
Asymmetric aldol reaction of α-ketoesters (RCOCOOMe: R = Me, i-Bu, Ph) with methyl isocyanoacetate or N, N-dimethyl-α-isocyanoacetamide in the presence of 1 mol% of a chiral (aminoalkyl) ferrocenylphosphine-gold(I) catalyst proceeded with high enantioselectivity to give corresponding oxazolines of up to 90% ee, which were converted into optically active β-alkyl-β-hydroxyaspartic acid derivatives.
α-酮酸酯(RCOCOOMe:R = Me,i- Bu,Ph)与异氰基乙酸甲酯或N,N-二甲基-α-异氰基乙酰胺在1 mol%手性(氨基烷基)二茂铁基膦-金( I)催化剂以高对映选择性进行,得到至多90%ee的相应的恶唑啉,将其转化为旋光的β-烷基-β-羟基天冬氨酸衍生物。