Synthesis of pyrrolizidine bases by highly diastereoselective and regioselective catalytic carbon-hydrogen insertion reactions of chiral pyrrolidinediazoacetamides

Article abstract of DOI:10.1016/0040-4039(96)00056-1

Pyrrolizidines, (1S,8S)-1-hydroxypyrrolizidin-3-one and (-)-heliotridane, have been prepared in high yield from diazoacetamides of 2-substituted-pyrrolidines by carbon-hydrogen insertion catalyzed by dirhodium(II) tetrakis[methyl 1-acylimidazolidin-2-one-4(S)-carboxylates].