Tetrahedron letters

First total synthesis of a new pyrrolizidine alkaloid, amphorogynine A

H Yoda, T Egawa, K Takabe

Index: Yoda, Hidemi; Egawa, Takahisa; Takabe, Kunihiko Tetrahedron Letters, 2003 , vol. 44, # 8 p. 1643 - 1646

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Citation Number: 21

Abstract

An efficient and stereodefined strategy is described for the first asymmetric synthesis of a new type of pyrrolizidine alkaloids, amphorogynine A and its 1-epi-isomer. The key 2, 4- disubstituted pyrrolidine ring was constructed by elaboration of the chiral lactam derivative incorporating the d-malic acid-derived skeleton through asymmetric cis-allylation of the functionalized allysilane.