Literature DB >> 18496593

Studies toward the total synthesis of ristocetin A aglycone using arene-ruthenium complexes as S(N)Ar substrates: Construction of an advanced tricyclic intermediate.

Anthony J Pearson1, Diana V Ciurea, Avdhoot Velankar.   

Abstract

Ruthenium-mediated S(N)Ar reactions are used to construct the diaryl ether linkages in two key intermediates for a projected total synthesis of the aglycone of ristocetin A.

Entities:  

Year:  2008        PMID: 18496593      PMCID: PMC2390839          DOI: 10.1016/j.tetlet.2008.01.094

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  22 in total

1.  Total synthesis of teicoplanin aglycon.

Authors:  D A Evans; J L Katz; G S Peterson; T Hintermann
Journal:  J Am Chem Soc       Date:  2001-12-12       Impact factor: 15.419

2.  Antiretroviral activity of semisynthetic derivatives of glycopeptide antibiotics.

Authors:  Jan Balzarini; Christophe Pannecouque; Erik De Clercq; Andrey Y Pavlov; Svetlana S Printsevskaya; Olga V Miroshnikova; Marina I Reznikova; Maria N Preobrazhenskaya
Journal:  J Med Chem       Date:  2003-06-19       Impact factor: 7.446

3.  Ristocetin; a statistical review of three hundred thirty-three cases.

Authors:  R L HERTING; B LEES; A J ZIMMERMANN; G H BERRYMAN
Journal:  J Am Med Assoc       Date:  1959-05-09

4.  Ristocetin, a laboratory and clinical evaluation in children.

Authors:  C P DRIES; R KOCH
Journal:  J Pediatr       Date:  1960-04       Impact factor: 4.406

5.  Chemistry, Biology, and Medicine of the Glycopeptide Antibiotics.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

6.  First and second generation total synthesis of the teicoplanin aglycon.

Authors:  D L Boger; S H Kim; Y Mori; J H Weng; O Rogel; S L Castle; J J McAtee
Journal:  J Am Chem Soc       Date:  2001-03-07       Impact factor: 15.419

7.  Approaches to the fully functionalized DEF ring system of ristocetin A via highly selective ruthenium-promoted S(N)Ar reaction.

Authors:  A J Pearson; J N Heo
Journal:  Org Lett       Date:  2000-09-21       Impact factor: 6.005

8.  Mutasynthesis of glycopeptide antibiotics: variations of vancomycin's AB-ring amino acid 3,5-dihydroxyphenylglycine.

Authors:  Stefan Weist; Claudia Kittel; Daniel Bischoff; Bojan Bister; Volker Pfeifer; Graeme J Nicholson; Wolfgang Wohlleben; Roderich D Süssmuth
Journal:  J Am Chem Soc       Date:  2004-05-19       Impact factor: 15.419

9.  Total synthesis of the ristocetin aglycon.

Authors:  Brendan M Crowley; Yoshiki Mori; Casey C McComas; Datong Tang; Dale L Boger
Journal:  J Am Chem Soc       Date:  2004-04-07       Impact factor: 15.419

10.  Synthesis and evaluation of methyl ether derivatives of the vancomycin, teicoplanin, and ristocetin aglycon methyl esters.

Authors:  Casey C McComas; Brendan M Crowley; Inkyu Hwang; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2003-09-01       Impact factor: 2.823

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