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Synthesis of the diaryl ether cores common to chrysophaentins A, E and F.

ABSTRACT: The synthesis of the diaryl ether subunits of the marine natural products chrysophaentin A, E and F is described. These natural prodcuts feature tetrasubstituted benzene rings with complex substitution patterns. The central strategy involves an SNAr reaction between a complex phenol and a polysubstituted fluoronitrobenzene. Subseqent attempts to construct the unusual E-chloroalkene linkage through several different approaches are also disclosed.

SUBMITTER: Brockway AJ

PROVIDER: S-EPMC4448730 | biostudies-other | 2015 Jun

REPOSITORIES: biostudies-other

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Synthesis of the diaryl ether cores common to chrysophaentins A, E and F.

Brockway Anthony J AJ Grove Charles I CI Mahoney Maximillian E ME Shaw Jared T JT

Tetrahedron letters 20150601 23

The synthesis of the diaryl ether subunits of the marine natural products chrysophaentin A, E and F is described. These natural prodcuts feature tetrasubstituted benzene rings with complex substitution patterns. The central strategy involves an S<sub>N</sub>Ar reaction between a complex phenol and a polysubstituted fluoronitrobenzene. Subseqent attempts to construct the unusual <i>E</i>-chloroalkene linkage through several different approaches are also disclosed. ...[more]

PMID: 26034333

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