Catalytic asymmetric aldol reaction: reaction of aldehydes with isocyanoacetate catalyzed by a chiral ferrocenylphosphine-gold(I) complex
摘要:
Hayashi and co-workers describe a direct asymmetric organocatalytic self-aldol reaction of acetaldehyde. The reaction consumes three equivalents of acetaldehyde to afford the acetal 2 with an enantiomeric ratio of 91:9. For er determination and isolation, the authors found it necessary to derivatize the diastereomeric mixture 2 to butane-1,3-dibenzoate 3 , which was obtained in an overall yield of 56%. Two further synthetic transformations which do not compromise the acetal's enantiomeric excess are reported. The reaction is thought to proceed via enamine catalysis.
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DOI:
10.1055/s-0028-1087594
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