Enantiospecific total synthesis of the enantiomer of the indole alkaloid intermediate macroline

  • Liu X
  • Zhang C
  • Liao X
 et al. 
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Abstract

The total synthesis of the enantiomer 3En of macroline 3 was completed (from L-tryptophan methyl ester 6) in an overall yield of 12.3% (11 isolated intermediates). The corresponding macroline equivalent 18 was prepared in 14.3% yield. This work provides, for the first time, an opportunity to synthesize mismatched bisindole alkaloids for studies on the mechanism of action of Alstonia antimalarial alkaloids at the receptor level. © 2002 Elsevier Science Ltd. All rights reserved.

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Authors

  • Xiaoxiang Liu

  • Chunchun Zhang

  • Xuebin Liao

  • James M. Cook

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