Expedient Synthesis of α-Substituted α, β- Unsaturated γ-Amino Acids (Dipeptide Mimetics); Wittig Reaction of α-Amino Aldehydes with α- Substituted Alkoxycarbonyl Phosphoranes
摘要：
Reacting ethoxycarbonyl triphenyl phosphorane with activated alkylhalides in chloroform gave the ylides 4 -12. They react smoothly and in general without racemisation with oc-amino aldehydes resulting in the dipeptide mimetics 15 - 25. Exceptions are the highly labile aldehydes pyridinoalaninal and serinal. Enantiospecificity is proven via enantioselective chromatography.
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关键词：
amino acids, peptides alkylation, arylation, dealkylation, dearylation, C-acylation, olefination
DOI：
10.1080/00397919908086084
被引量：
年份：
1999
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