A new Stereoselective Method of Synthesis of Pyrrolizidines and Indolizidines

Article abstract of DOI:10.1021/jo00242a004

The addition of electrogenerated dichloro(methoxycarbonyl)methyl anions to some N-(methoxycarbonyl)-α-amino aldehydes prepared from α-amino acids was found to show about 100percent diastereoselectivity.Some alkaloid type compounds containing pyrrolizidine and indolizidine skeletons were synthesized from the adducts.