Literature DB >> 16354080

Synthesis of (+/-)-brazilin using IBX.

Yaodong Huang1, Jinsong Zhang, Thomas R R Pettus.   

Abstract

[reaction: see text] A short synthesis of (+/-)-brazilin is reported. This synthesis uses several interesting and underutilized transformations including a regioselective dirhodium-catalyzed aryl C-H insertion, a regioselective IBX phenol --> o-quinone oxidation, a tautomerization of an o-quinone to a p-quinone methide, and an intramolecular aryl cyclization with a p-quinone methide.

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Year:  2005        PMID： 16354080      PMCID： PMC2423948          DOI： 10.1021/ol0523749

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

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  5 in total
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  10 in total

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