A synthetic approach to nomofungin/communesin B

Seth L. Crawley; Raymond L. Funk

doi:10.1021/ol034407v

A synthetic approach to nomofungin/communesin B

Seth L. Crawley, Raymond L. Funk

Chemistry

Research output: Contribution to journal › Article › peer-review

88 Scopus citations

Abstract

(Matrix presented) 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.

Original language	English (US)
Pages (from-to)	3169-3171
Number of pages	3
Journal	Organic Letters
Volume	5
Issue number	18
DOIs	https://doi.org/10.1021/ol034407v
State	Published - Sep 4 2003

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol034407v

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abstract = "(Matrix presented) 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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A synthetic approach to nomofungin/communesin B

Abstract

All Science Journal Classification (ASJC) codes

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