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Total Synthesis of Plagiochin D by an Intramolecular SNAr Reaction

✍ Scribed by Julio Cesar Cortes Morales; Alejandro Guillen Torres; Eduardo González-Zamora

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
573 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The total synthesis of plagiochin D, a macrocyclic bis(bibenzyl) compound isolated from the liverwort plagiochila acanthophylla, has been accomplished. Closure of the key 16‐membered ring, which contained biphenyl ether and biaryl units, was achieved in good yield by an intramolecular S~N~Ar reaction. The Suzuki and Wittig protocols proved to be powerful tools for the construction of a linear precursor that was crucial for ring cyclization.

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