4.8 Article

A synthetic approach to nomofungin/communesin B

Journal

ORGANIC LETTERS
Volume 5, Issue 18, Pages 3169-3171

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol034407v

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Funding

  1. NIGMS NIH HHS [GM28553] Funding Source: Medline

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[GRAPHICS] A highly stereoselective intramolecular cycloaddition of an indole tethered to an aza-ortho-xylylene intermediate effects the rapid construction of a substantial portion of the ring system of the cytotoxic natural product communesin B. An analogous cycloaddition involving an orthoquinone methide intermediate provides an adduct that clearly revealed that the structural assignment for nomofungin was in error.

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