Stereoselective synthesis of functional derivatives of 2-(2-carboxyethyl)pyrrolidine-2-carboxylic acid |
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| Authors: | K V Kudryavtsev N V Nukolova O V Kokoreva E S Smolin |
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| Institution: | (1) Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992, Russia |
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| Abstract: | Azomethine ylides generated from dimethyl 2-(arylmethylideneamino)pentanedioates by the action of AgOAc and Et3N reacted with dipolarophiles in regio-and stereoselective fashion to form 5-aryl-2-(2-carboxyethyl)pyrrolidine-2-carboxylic acid derivatives. 1,3-Dipolar cycloaddition of divinyl sulfone to the azomethine ylide generated from the Schiff base derived from methyl (S)-2-phthalimido-4-oxobutanoate and dimethyl glutamate gave chiral simplified kaitocephalin analogs. |
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