Literature DB >> 16248632

Total synthesis of reblastatin.

Iwona E Wrona1, Ana E Gabarda, Gwilherm Evano, James S Panek.   

Abstract

Enantioselective total synthesis of reblastatin is described. The synthesis highlights hydrozirconation, transmetalation, aldehyde addition sequence to install E-trisubstituted olefin and C7 stereocenter, and the first use of an intramolecular Buchwald-like amidation reaction to close the 19-membered macrolactam.

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Year:  2005        PMID： 16248632     DOI： 10.1021/ja055384d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  7 in total

1.  Total synthesis of (+)-isatisine A.

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Journal:  Org Lett       Date:  2010-12-28       Impact factor: 6.005

2.  Reaction design, discovery, and development as a foundation to function-oriented synthesis.

Authors:  Glenn C Micalizio; Sarah B Hale
Journal:  Acc Chem Res       Date:  2015-02-10       Impact factor: 22.384

3.  Total synthesis of the Hsp90 inhibitor geldanamycin.

Authors:  Hua-Li Qin; James S Panek
Journal:  Org Lett       Date:  2008-05-20       Impact factor: 6.005

Review 4.  Synthetic Strategies Employed for the Construction of Fostriecin and Related Natural Products.

Authors:  Barry M Trost; Joshua D Knopf; Cheyenne S Brindle
Journal:  Chem Rev       Date:  2016-12-08       Impact factor: 60.622

5.  SYNTHESIS OF (S,S)-DIISOPROPYL TARTRATE (E)-CROTYLBORONATE AND ITS REACTION WITH ALDEHYDES: (2R,3R,4R)-1,2-DIDEOXY-2-ETHENYL-4,5-O-(1-METHYLETHYLIDENE)-XYLITOL.

Authors:  Huikai Sun; William R Roush; David A Candito; Mathieu Blanchot; Mark Lautens
Journal:  Organic Synth       Date:  2011

6.  Synthesis of reblastatin, autolytimycin, and non-benzoquinone analogues: potent inhibitors of heat shock protein 90.

Authors:  Iwona E Wrona; Alexander Gozman; Tony Taldone; Gabriela Chiosis; James S Panek
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

7.  Greener Biogenic Approach for the Synthesis of Palladium Nanoparticles Using Papaya Peel: An Eco-Friendly Catalyst for C-C Coupling Reaction.

Authors:  Anindita Dewan; Manashi Sarmah; Ashim J Thakur; Pankaj Bharali; Utpal Bora
Journal:  ACS Omega       Date:  2018-05-17
  7 in total

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