Tetrahedron letters

A novel annulation method for the synthesis of some nitrogen-containing heterocycles: The synthesis of (±)-heliotridane and (±)-nuphar indolizidine

T Ohnuma, M Tabe, K Shiiya, Y Ban, T Date

Index: Ohnuma, Takeshi; Tabe, Masayasu; Shiiya, Keiko; Ban, Yoshio Tetrahedron Letters, 1983 , vol. 24, # 39 p. 4249 - 4252

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Citation Number: 28

Abstract

The synthesis of the nuclei of pyrrolizidine and indolizidine could be readily achieved by use of the one pot reaction named as “crisscross annulation”, which was extended to the synthesis of (±)-heliotridane ( ) and (±)-nuphar indolizidine ( ), a minor component of dried scent glands of the Canadian beaver. ... As for the naming of this reaction, we acknowledge the valuable suggestion by Professor BM Trost, University of Wisconsin. ... T. Ohnuma, M. Nagasaki, M. Tabe, Y. ...