Literature DB >> 21082813

Approach toward the total synthesis of 5-hydroxyaloin A.

Kristen J Procko1, Hui Li, Stephen F Martin.   

Abstract

The synthesis of a thiomethyl analogue of 5-hydroxyaloin A has been achieved using benzyne and naphthyne [4 + 2] cycloadditions with substituted furans. A regiocontrolled cycloaddition was achieved using a silicon tether, and a regioselective ring opening was accomplished using a sulfide as a directing group.

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Year:  2010        PMID： 21082813      PMCID： PMC3005804          DOI： 10.1021/ol102318k

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


  11 in total

1.  General strategies for the synthesis of the major classes of C-aryl glycosides.

Authors:  D E Kaelin; O D Lopez; S F Martin
Journal:  J Am Chem Soc       Date:  2001-07-18       Impact factor: 15.419

2.  Total synthesis and structure assignment of the anthrone C-glycoside cassialoin.

Authors:  Yasuhito Koyama; Ryo Yamaguchi; Keisuke Suzuki
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  C-Aryl glycosides via tandem intramolecular benzyne-furan cycloadditions. Total synthesis of vineomycinone B2 methyl ester.

Authors:  Chi-Li Chen; Steven M Sparks; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2006-10-25       Impact factor: 15.419

4.  Chromones and anthrones from Aloe marlothii and Aloe rupestris.

Authors:  D Bisrat; E Dagne; B E van Wyk; A Viljoen
Journal:  Phytochemistry       Date:  2000-12       Impact factor: 4.072

5.  Total synthesis of isokidamycin.

Authors:  B Michael O'Keefe; Douglas M Mans; David E Kaelin; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2010-11-10       Impact factor: 15.419

6.  [4 + 2] cycloaromatization of 4-bis(methylthio)-3-buten-2-one with active methylene ketones: a simple and facile phenol annulation.

Authors:  Okram Barun; Sukumar Nandi; Kausik Panda; Hiriyakkanavar Ila; Hiriyakkanavar Junjappa
Journal:  J Org Chem       Date:  2002-07-26       Impact factor: 4.354

7.  Anthrone C-glucosides from Rheum emodi.

Authors:  Liselotte Krenn; Riddhi Pradhan; Armin Presser; Gottfried Reznicek; Brigitte Kopp
Journal:  Chem Pharm Bull (Tokyo)       Date:  2004-04       Impact factor: 1.645

8.  Regioselective synthesis of unsymmetrical C-aryl glycosides using silicon tethers as disposable linkers.

Authors:  David E Kaelin; Steven M Sparks; Hilary R Plake; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2003-10-29       Impact factor: 15.419

9.  Domino carbocationic cyclization of functionalized cyclopropyl ketones: facile one-pot access to peri- and angularly fused polycyclic aromatic and heteroaromatic frameworks.

Authors:  Sukumar Nandi; U K Syam Kumar; Hiriyakkanavar Ila; Hiriyakkanavar Junjappa
Journal:  J Org Chem       Date:  2002-07-12       Impact factor: 4.354

10.  Tandem Intramolecular Benzyne-Furan Cycloadditions. Total Synthesis of Vineomycinone B(2) Methyl Ester.

Authors:  Steven M Sparks; Chi-Li Chen; Stephen F Martin
Journal:  Tetrahedron       Date:  2007-08-27       Impact factor: 2.457
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  1 in total

1.  Natural Products and Their Mimics as Targets of Opportunity for Discovery.

Authors:  Stephen F Martin
Journal:  J Org Chem       Date:  2017-09-15       Impact factor: 4.354
  1 in total

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