研究業績

J. Org. Chem. 85, 7, 4848-4860 (2020).
A biomimetic synthesis of chaxine and its related compounds

著者

Niki, M., Hirata, Y., Nakazaki, A., Wu, J., Kawagishi, H., and Nishikawa, T.

カテゴリ

学術論文

Abstract

The highly oxidized natural products chaxine B and BB have been synthesized from ergosterol in eight steps according to a route inspired by their proposed biosynthesis; key steps were an oxidative cascade from a furan intermediate to an enol ester using m-chloroperbenzoic acids (MCPBA), followed by diastereoselective epoxidation and acyloxy migration. This concise synthesis resulted in the revision of the structures of chaxine B and its naturally occurring analogs and syntheses of the unnatural analogues of these natural products for biological investigations.