7766-86-1Relevant articles and documents
Process for the preparation of dihydro-1H-pyrrolizine-3,5-(2H,6H)-dione
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, (2008/06/13)
Dihydro-1H-pyrrolizine-3,5-(2H,6H)-dione is produced in higher overall yield in a process which comprises catalytically hydrogenating a lower alkyl ester of 4-(hydroxyimino)heptanedioic acid in the presence of a tri-(lower alkyl)amine, followed by cyclization of the product thus produced in the presence of a cyclizing agent such as acetic anhydride.
(E)-5-Hydroxypyrrolizidin-3-one: Versatile Synthon for the Synthesis of 5-Substituted 2-Pyrrolidones and (Z)-3-Alkylpyrrolizidines
Buchs, Peter,Brossi, Arnold,Flippen-Anderson, Judith L.
, p. 719 - 723 (2007/10/02)
Carbinol lactam 6 of secured stereochemistry served as a synthon to prepare 5-substituted 2-pyrrolidones and pyrrolizidin-3-ones.The relative stereochemistry of 6 and the dithioketal 13, prepared from the keto lactam 11, was established by single-crystal X-ray analysis.Desulfurization of the dithioketals 13 and 14 afforded the 5-n-propylpyrrolizidin-3-ones 15 and 16.Reduction of lactam 15 with LiAlH4 gave the racemic (Z)-3-n-propylpyrrolizidine (17), an analogue of a substance recently detected in ant species.