Chemoenzymatic, biomimetic total synthesis of (−)-rugulosin B, C and rugulin analogues and their biosynthetic implications†,10.1039/D0CC00406E

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

Amit Mondal,Shailesh Kumar Singh,Tanaya Manna,Syed Masood Husain

Chemical Communications Pub Date : 02/13/2020 00:00:00 , DOI:10.1039/D0CC00406E

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.