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.
Liu, X., Zhang, C., Liao, X., & Cook, J. M. (2002). Enantiospecific total synthesis of the enantiomer of the indole alkaloid intermediate macroline. Tetrahedron Letters, 43(41), 7373–7377. https://doi.org/10.1016/S0040-4039(02)01729-X