Issue 62, 2020

A macrocycle directed total synthesis of di-O-methylendiandrin A

Abstract

The total synthesis of the lignan-based cyclobutane di-O-methylendiandrin A has been achieved using diastereoselective, vicinal alkylation and transannular McMurry reactions of a macrocyclic 1,4-diketone as key transformations for establishing relative stereochemistry and furnishing the strained 4-membered ring of the natural product.

Graphical abstract: A macrocycle directed total synthesis of di-O-methylendiandrin A

Supplementary files

Article information

Article type
Communication
Submitted
07 May 2020
Accepted
04 Jun 2020
First published
04 Jun 2020

Chem. Commun., 2020,56, 8747-8749

Author version available

A macrocycle directed total synthesis of di-O-methylendiandrin A

T. H. Barnes, K. F. Johnson, J. D. Gorden and B. L. Merner, Chem. Commun., 2020, 56, 8747 DOI: 10.1039/D0CC03302B

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