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Chemoenzymatic, biomimetic total synthesis of (−)-rugulosin B, C and rugulin analogues and their biosynthetic implications

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Abstract

Herein, we report the chemoenzymatic synthesis of a heterodimeric (−)-rugulosin B, homodimeric (−)-rugulosin C, and several rugulin analogues in three to four steps starting from anthraquinones. This work supports dimerization between variously substituted putative monomeric intermediates during the biosynthesis of naturally occurring (+)-rugulosin B and C.

Graphical abstract: Chemoenzymatic, biomimetic total synthesis of (−)-rugulosin B, C and rugulin analogues and their biosynthetic implications

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Article information


Submitted
16 Jan 2020
Accepted
13 Feb 2020
First published
13 Feb 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Chemoenzymatic, biomimetic total synthesis of (−)-rugulosin B, C and rugulin analogues and their biosynthetic implications

A. Mondal, S. K. Singh, T. Manna and S. M. Husain, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00406E

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