A Synthetic Approach to Nomofungin/Communesin B
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 in...
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Veröffentlicht in: | Organic letters 2003-09, Vol.5 (18), p.3169-3171 |
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creator | Crawley, Seth L Funk, Raymond L |
description | 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. |
doi_str_mv | 10.1021/ol034407v |
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language | eng |
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subjects | Alkaloids - chemical synthesis Cyclization Epoxy Compounds - chemical synthesis Indolequinones - chemistry Molecular Structure |
title | A Synthetic Approach to Nomofungin/Communesin B |
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