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Org Lett. 2003 Sep 4;5(18):3169-71.

A synthetic approach to nomofungin/communesin B.

Author information

1
Department of Chemistry, Pennsylvania State University, University Park, Pennsylvania 16802, USA.

Abstract

[reaction: see text] 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 ortho-quinone methide intermediate provides an adduct that clearly revealed that the structural assignment for nomofungin was in error.

PMID:
12943379
DOI:
10.1021/ol034407v
[Indexed for MEDLINE]

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