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Divergent Synthesis of Four Monomeric Ellagitannins toward the Total Synthesis of an Oligomeric Ellagitannin, Nobotanin K

Hajime Hashimoto, Shinnosuke Wakamori, Kazutada Ikeuchi, Hidetoshi Yamada

Organics · pp. 293–303 · Published 6 Sep 2022

10.3390/org3030022

Abstract

Oligomeric ellagitannins are challenging synthetic targets due to the need for an abundant supply of their composed monomeric ellagitannins and a synthetic methodology to connect them. This work focused on the divergent synthesis of the four monomeric ellagitannins from a common intermediate as a step toward the total synthesis of nobotanin K, a class of compounds that includes oligomeric ellagitannins and were isolated in plants belonging to the Melastomataceae family. Implementing our method, the four natural products could be easily supplied, suggesting that through this novel route, the total synthesis of nobotanin K could be achieved smoothly.

Ellagitannin Monomer Total synthesis Chemistry Stereochemistry Combinatorial chemistry Organic chemistry Polyphenol

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