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Synlett 1992; 1992(4): 279-280
DOI: 10.1055/s-1992-21338
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The Preparation of a Hexacyclic Intermediate for the Synthesis of Strychnos Alkaloids

George A. Kraus* , Dan Bougie
  • *Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA
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Publication History

Publication Date:
08 March 2002 (online)

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The hexacyclic ring system, indolizino[7,8,8a,1-bcd]-pyrido [1,2,3-lm]carbazolone 10 has been synthesized in nine steps from the pyrido[3,2,1-jk]carbazolylethanal 3. Key steps include the selective reduction of aldchyde 3, the stereoselective introduction of an allyl unit via the Sakurai reaction and the ozonolysis/dehydrative cyclization to afford bridgehead enamine 10.

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