Literature DB >> 24519991

Total syntheses of secalonic acids A and D.

Tian Qin1, John A Porco.   

Abstract

Total syntheses of the dimeric tetrahydroxanthone natural products secalonic acids A and D are described. Key steps involve kinetic resolution of the tetrahydroxanthone core structure using homobenzotetramisole catalysis and late-stage copper(I)-mediated homodimerization of complex aryl stannane monomers.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  dimerization; kinetic resolution; natural products; stannanes; total synthesis

Mesh：

Substances：

Year:  2014        PMID： 24519991      PMCID： PMC4098722          DOI： 10.1002/anie.201311260

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  27 in total

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2.  The oxidation of organocuprates--an offbeat strategy for synthesis.

Authors:  David S Surry; David R Spring
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3.  Secalonic acid D as a novel DNA topoisomerase I inhibitor from marine lichen-derived fungus Gliocladium sp. T31.

Authors:  Ren Hong
Journal:  Pharm Biol       Date:  2011-04-15       Impact factor: 3.503

4.  Total syntheses and structural revision of alpha- and beta-diversonolic esters and total syntheses of diversonol and blennolide C.

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Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 5.  Xanthones from fungi, lichens, and bacteria: the natural products and their synthesis.

Authors:  Kye-Simeon Masters; Stefan Bräse
Journal:  Chem Rev       Date:  2012-05-22       Impact factor: 60.622

Review 6.  Chemistry and biology of mycotoxins and related fungal metabolites.

Authors:  Stefan Bräse; Arantxa Encinas; Julia Keck; Carl F Nising
Journal:  Chem Rev       Date:  2009-09       Impact factor: 60.622

7.  Organocatalytic enantioselective acyl transfer onto racemic as well as meso alcohols, amines, and thiols.

Authors:  Christian E Müller; Peter R Schreiner
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-27       Impact factor: 15.336

8.  Homobenzotetramisole: an effective catalyst for kinetic resolution of aryl-cycloalkanols.

Authors:  Vladimir B Birman; Ximin Li
Journal:  Org Lett       Date:  2008-02-16       Impact factor: 6.005

9.  Enantioselective total synthesis of (-)-blennolide A.

Authors:  Lutz F Tietze; Ling Ma; Johannes R Reiner; Stefan Jackenkroll; Sven Heidemann
Journal:  Chemistry       Date:  2013-05-03       Impact factor: 5.236

10.  Stereoselective synthesis of 4-dehydroxydiversonol employing enantioselective palladium-catalysed domino reactions.

Authors:  Lutz F Tietze; Dirk A Spiegl; Florian Stecker; Julia Major; Christian Raith; Christian Große
Journal:  Chemistry       Date:  2008       Impact factor: 5.020
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  9 in total

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2.  Recent total syntheses of anthraquinone-based natural products.

Authors:  Jackson A Gartman; Uttam K Tambar
Journal:  Tetrahedron       Date:  2022-01-11       Impact factor: 2.457

3.  Oxidation of Iodine to Dihaloiodate(I) Salts of Amines With Hydrogen Peroxides and Their Crystal Structures.

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Journal:  Front Chem       Date:  2022-05-05       Impact factor: 5.545

4.  Syntheses of Dimeric Tetrahydroxanthones with Varied Linkages: Investigation of "Shapeshifting" Properties.

Authors:  Tian Qin; Takayuki Iwata; Tanya T Ransom; John A Beutler; John A Porco
Journal:  J Am Chem Soc       Date:  2015-11-25       Impact factor: 15.419

5.  Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.

Authors:  Yong Guan; Jonathan W Attard; Anita E Mattson
Journal:  Chemistry       Date:  2020-01-28       Impact factor: 5.236

6.  Atropselective syntheses of (-) and (+) rugulotrosin A utilizing point-to-axial chirality transfer.

Authors:  Tian Qin; Sarah L Skraba-Joiner; Zeinab G Khalil; Richard P Johnson; Robert J Capon; John A Porco
Journal:  Nat Chem       Date:  2015-02-02       Impact factor: 24.427

7.  A New Ergosterol Analog, a New Bis-Anthraquinone and Anti-Obesity Activity of Anthraquinones from the Marine Sponge-Associated Fungus Talaromyces stipitatus KUFA 0207.

Authors:  Jidapa Noinart; Suradet Buttachon; Tida Dethoup; Luís Gales; José A Pereira; Ralph Urbatzka; Sara Freitas; Michael Lee; Artur M S Silva; Madalena M M Pinto; Vítor Vasconcelos; Anake Kijjoa
Journal:  Mar Drugs       Date:  2017-05-16       Impact factor: 5.118

Review 8.  Marine-Derived Xanthone from 2010 to 2021: Isolation, Bioactivities and Total Synthesis.

Authors:  Ana C S Veríssimo; Diana C G A Pinto; Artur M S Silva
Journal:  Mar Drugs       Date:  2022-05-25       Impact factor: 6.085

9.  Amycolachromones A-F, Isolated from a Streptomycin-Resistant Strain of the Deep-Sea Marine Actinomycete Amycolatopsis sp. WP1.

Authors:  Jianwei Chen; Jun Chen; Siqi Wang; Xiaoze Bao; Songwei Li; Bin Wei; Huawei Zhang; Hong Wang
Journal:  Mar Drugs       Date:  2022-02-24       Impact factor: 5.118
  9 in total

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