摘要：

Reaction of methyl isocyanoacetate with aldehydes (RCHO) in the presence of 1mol% of gold(I) catalyst prepared in situ by mixing bis(cyclohexyl isocyanide)gold(I) tetrafluoroborate and (R)-N-methyl-N-[2-(dialkylamino)ethyl]-1-[(S)-1',2-bis(diphenyl-phosphino)ferrocenyl]ethylamine in dichloromethane at 25℃ for 20-40h gave optically active 4-methoxycarbonyl-5-alkyl-2-oxazolines (1) with high enantio- and diastereoselectivity in a quantitative yield. The ratios of trans-1/cis-1 and enantiomeric purities of trans-1 are as follows: RCHO=PhCHO; 89/11, 96% ee (4S,5R). (E)-n-PrCH=CHCHO; 80/20, 87% ee. (E)-MeCH=CMeCHO; 91/9, 95% ee. MeCHO; 84/16, 72% ee (4S,5R). i-PrCHO; 98/2, 92% ee. c-HexCHO; 97/3, 90% ee. t-BuCHO; 100/0, 97% ee. The oxazolines 1 were converted readily into optically active β-hydroxyamino acids and their derivatives.

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