Asymmetric synthesis of (+)-or (-)-2-methyloctanal via the metalloenamines of chiral alkoxy amines

AI Meyers, GS Poindexter, Z Brich

文献索引：Meyers,A.I. et al. Journal of Organic Chemistry, 1978 , vol. 43, p. 892 - 898

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被引用次数: 113

摘要

An asymmetric synthesis of the title aldehyde (1) was investigated using chiral amines derived from (S)-or (R)-phenylalanine,(S)-leucine,(S)-valine, and (R)-phenylglycine (2). These amino acids were transformed into their chiral amino alcohols (3) via reduction and then alkylated with various alkyl, alkoxyalkyl, and dimethylaminoalkyl halides. The alkoxy amines (4) were treated with propionaldehyde or octanal to afford the chiral aldimines 5 ...