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

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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

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Article information


Submitted
07 May 2020
Accepted
04 Jun 2020
First published
04 Jun 2020

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

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, Advance Article , DOI: 10.1039/D0CC03302B

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