Formal Total Synthesis of Macarpine via a Au(I)-Catalyzed 6-endo-dig Cycloisomerization Strategy

Submitting author affiliation:
Shenyang Pharmaceutical University, Shenyang, China

Beilstein Arch. 2022, 202270. https://doi.org/10.3762/bxiv.2022.70.v1

Published 14 Sep 2022

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Abstract

The formal total synthesis of macarpine was accomplished by the construction of a naphthol intermediate in Ishikawa’s synthetic route in 8 steps with an overall yield of 42%. This convergent synthetic strategy features the utilization of a Au(I)-catalyzed cyclization of 1,5-enyne substrate, which was obtained by the Sonogashira coupling reaction.

Keywords: formal total synthesis; gold catalysis; 1,5-enyne; macarpine; benzo[c]phenanthridine alkaloids

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Fu, J.; Li, B.; Zhou, Z.; Cheng, M.; Yang, L.; Liu, Y. Beilstein Arch. 2022, 202270. doi:10.3762/bxiv.2022.70.v1

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