Literature DB >> 22938592

Selective oxidation of 8,8'-hydroxylated binaphthols to bis-spironaphthalenones or binaphtho-para- and binaphtho-ortho-quinones.

Erin E Podlesny1, Patrick J Carroll, Marisa C Kozlowski.   

Abstract

The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.

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Year:  2012        PMID： 22938592      PMCID： PMC3460539          DOI： 10.1021/ol302195e

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


  12 in total

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Journal:  J Nat Prod       Date:  2012-01-25       Impact factor: 4.050

3.  Anthraquinone derivatives from Heterophyllaea pustulata.

Authors:  Susana C Núñez Montoya; Alicia M Agnese; José L Cabrera
Journal:  J Nat Prod       Date:  2006-05       Impact factor: 4.050

4.  Studies in the biochemistry of micro-organisms. 91. The colouring matters of Penicillium islandicum Sopp. 3. Skyrin and flavoskyrin.

Authors:  B H HOWARD; H RAISTRICK
Journal:  Biochem J       Date:  1954-01       Impact factor: 3.857

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6.  Hypocrellin D, a cytotoxic fungal pigment from fruiting bodies of the ascomycete Shiraia bambusicola.

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Journal:  J Antibiot (Tokyo)       Date:  2006-06       Impact factor: 2.649

7.  Regioselective oxidation of phenols to o-quinones with o-iodoxybenzoic acid (IBX).

Authors:  Derek Magdziak; Andy A Rodriguez; Ryan W Van De Water; Thomas R R Pettus
Journal:  Org Lett       Date:  2002-01-24       Impact factor: 6.005

8.  Structural reassignment of a marine metabolite from a binaphthalenetetrol to a tetrabrominated diphenyl ether.

Authors:  Erin E Podlesny; Marisa C Kozlowski
Journal:  J Nat Prod       Date:  2012-06-12       Impact factor: 4.050

9.  Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.

Authors:  Abdessamad Debbab; Amal H Aly; Ruangelie Edrada-Ebel; Victor Wray; Werner E G Müller; Frank Totzke; Ute Zirrgiebel; Christoph Schächtele; Michael H G Kubbutat; Wen Han Lin; Mahjouba Mosaddak; Abdelhak Hakiki; Peter Proksch; Rainer Ebel
Journal:  J Nat Prod       Date:  2009-04       Impact factor: 4.050

10.  Perylenequinone natural products: enantioselective synthesis of the oxidized pentacyclic core.

Authors:  Carol A Mulrooney; Barbara J Morgan; Xiaolin Li; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354
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  2 in total

1.  Divergent approach to the bisanthraquinone natural products: total synthesis of (S)-bisoranjidiol and derivatives from binaphtho-para-quinones.

Authors:  Erin E Podlesny; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-01-04       Impact factor: 4.354

2.  Axial chiral bisbenzophenazines: solid-state self-assembly via halide hydrogen bonds triggered by linear alkanes.

Authors:  Alison E Metz; Erin E Podlesny; Patrick J Carroll; Ariel N Klinghoffer; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-07-18       Impact factor: 15.419
  2 in total

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