Total synthesis of (±) aspidofractinine

M Dufour, JC Gramain, HP Husson, ME Sinibaldi…

Index: Dufour, Monique; Gramain, Jean-Claude; Husson, Henri-Philippe; Sinibaldi, Marie-Eve; Troin, Yves Tetrahedron Letters, 1989 , vol. 30, # 26 p. 3429 - 3432

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Citation Number: 24

Abstract

Abstract The pentacyclic skeleton 10 of the aspidospermine group of indole alkaloids has been constructed from hexahydrocarbazol-4-one 2 with high stereoselectivity. The synthesis of (±) 19-oxo aspidofractinine 12, a direct precursor of aspidofractinine 4, illustrates the usefulness of this new general strategy.