Addition of Amino Acids to Unsaturated Compounds

Gly-OEt was also added to ethyl 3-perfluoroalkylpropynoates which were transformed in several steps into 5-perfluoroalkyl-substituted l-methyl-2-ethoxycarbonylpyrrolidin-3-ones (90X6705). 3-Propyl- and 4-propylpro-lines and 4- -pentylproline were synthesized from diethyl acetamidomalo-nate and an unsaturated aldehyde (67JA2459 72JMC1255). Ethyl benzyli-denecyanoacetate reacts with hippuric acid to give the pyrrole 8 (87H2323). 

Esters of AAs react under basic conditions with 2-substituted vinamidin-ium salts to give 4-substituted 2-carbethoxypyrroles. In a similar manner a variety of 3-aryl-3-chloropropeniminium salts react with esters of either 

The azomethine ylide formed in situ from benzaldehyde and an A -alkyl AA reacts with an alkene to give a mixture of diastereomeric pyrrolidines (85TL2775). 

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