Tetrahedron letters

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

MP Doyle, AV Kalinin

Index: Doyle, Michael P.; Kalinin, Alexey V. Tetrahedron Letters, 1996 , vol. 37, # 9 p. 1371 - 1374

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Citation Number: 57

Abstract

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-acylmidazolidin-2-one-4 (S)- carboxylates].