Organic Letters
Organic Letters
5 years ago

Asymmetric Total Synthesis of Pentacyclic Indole Alkaloid Andranginine and Absolute Configuration of Natural Product Isolated from Kopsia arborea

Asymmetric Total Synthesis of Pentacyclic Indole Alkaloid Andranginine and Absolute Configuration of Natural Product Isolated from Kopsia arborea
Noriyuki Kogure, Yuqiu Wu, Shino Tooriyama, Hiromitsu Takayama, Yuji Mimori, Mariko Kitajima
The first asymmetric total synthesis of andranginine (1) via an asymmetric Morita–Baylis–Hillman reaction and a diastereoselective intramolecular Diels–Alder reaction has revealed that natural andranginine (1) isolated from Kopsia arborea existed as a scalemic mixture and contained predominantly the (16R,21S) form rather than the (16S,21R) form.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01076

DOI: 10.1021/acs.orglett.7b01076

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