Literature DB >> 18490966

Fluorous Mixture Synthesis (FMS) of Enantiomers, Diastereomers, and Compound Libraries.

Wei Zhang1.   

Abstract

Fluorous mixture synthesis (FMS) is a newly developed highly-efficient solution-phase technology. A set of substrates attached to homologous fluorous tags is mixed and taken through a sequence of organic reactions. The final mixtures are demixed by fluorous HPLC and detagged to give individually pure final products. Applications of FMS for the preparation of 2 enantiomers of pyridovericin, 16 diastereomers of murisolin, and a 560-member mappicine library are highlighted in this article.

Entities:  

Year:  2004        PMID： 18490966      PMCID： PMC2387003     

Source DB:  PubMed          Journal:  ARKIVOC        ISSN： 1551-7004            Impact factor:   1.140


  9 in total

1.  Quasiracemic synthesis: concepts and implementation with a fluorous tagging strategy to make both enantiomers of pyridovericin and mappicine.

Authors:  Qisheng Zhang; Alexey Rivkin; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2002-05-22       Impact factor: 15.419

2.  Tag strategy for separation and recovery.

Authors:  Jun-Ichi Yoshida; Kenichiro Itami
Journal:  Chem Rev       Date:  2002-10       Impact factor: 60.622

3.  Modern separation techniques for the efficient workup in organic synthesis.

Authors:  Carl Christoph Tzschucke; Christian Markert; Willi Bannwarth; Sebastian Roller; André Hebel; Rainer Haag
Journal:  Angew Chem Int Ed Engl       Date:  2002-11-04       Impact factor: 15.336

4.  Solution-phase preparation of a 560-compound library of individual pure mappicine analogues by fluorous mixture synthesis.

Authors:  Wei Zhang; Zhiyong Luo; Christine Hiu-Tung Chen; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2002-09-04       Impact factor: 15.419

Review 5.  Fluorous synthesis of heterocyclic systems.

Authors:  Wei Zhang
Journal:  Chem Rev       Date:  2004-05       Impact factor: 60.622

6.  Fluorous mixture synthesis: a fluorous-tagging strategy for the synthesis and separation of mixtures of organic compounds.

Authors:  Z Luo; Q Zhang; Y Oderaotoshi; D P Curran
Journal:  Science       Date:  2001-03-02       Impact factor: 47.728

7.  Simultaneous preparation of four truncated analogues of discodermolide by fluorous mixture synthesis.

Authors:  Dennis P Curran; Takashi Furukawa
Journal:  Org Lett       Date:  2002-06-27       Impact factor: 6.005

8.  Fluorous mixture synthesis of stereoisomer libraries: total syntheses of (+)-murisolin and fifteen diastereoisomers.

Authors:  Qisheng Zhang; Hejun Lu; Cyrille Richard; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2004-01-14       Impact factor: 15.419

9.  Synthesis and reactions of fluorous carbobenzyloxy (FCbz) derivatives of alpha-amino acids.

Authors:  Dennis P Curran; Muriel Amatore; David Guthrie; Matthew Campbell; Eisan Go; Zhiyong Luo
Journal:  J Org Chem       Date:  2003-06-13       Impact factor: 4.354
  9 in total
  8 in total

1.  On the structure of the Phytophthora α1 mating hormone: synthesis and comparison of four candidate stereoisomers.

Authors:  Reena Bajpai; Fanglong Yang; Dennis P Curran
Journal:  Tetrahedron Lett       Date:  2007-11-05       Impact factor: 2.415

2.  Synthetic applications of fluorous solid-phase extraction (F-SPE).

Authors:  Wei Zhang; Dennis P Curran
Journal:  Tetrahedron       Date:  2006-12-18       Impact factor: 2.457

Review 3.  Fluorous tagging strategy for solution-phase synthesis of small molecules, peptides and oligosaccharides.

Authors:  Wei Zhang
Journal:  Curr Opin Drug Discov Devel       Date:  2004-11

4.  Fluorous mixture synthesis of two libraries with hydantoin-, and benzodiazepinedione-fused heterocyclic scaffolds.

Authors:  Wei Zhang; Yimin Lu; Christine Hiu-Tung Chen; Lu Zeng; Daniel B Kassel
Journal:  J Comb Chem       Date:  2006 Sep-Oct

5.  Minimal fluorous tagging strategy that enables the synthesis of the complete stereoisomer library of SCH725674 macrolactones.

Authors:  Jared D Moretti; Xiao Wang; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2012-05-01       Impact factor: 15.419

6.  Fluorous Synthesis of Hydantoin-, Piperazinedione-, and Benzodiazepinedione-Fused Tricyclic and Tetracyclic Ring Systems.

Authors:  Wei Zhang; Yimin Lu; Christine Hiu-Tung Chen; Dennis P Curran; Steven Geib
Journal:  European J Org Chem       Date:  2006

7.  Fluorous Chemistry in Pittsburgh: 1996-2008.

Authors:  Dennis P Curran
Journal:  J Fluor Chem       Date:  2008-10       Impact factor: 2.050

8.  Binary fluorous tagging enables the synthesis and separation of a 16-stereoisomer library of macrosphelides.

Authors:  Dennis P Curran; Mantosh K Sinha; Kai Zhang; Jesse J Sabatini; Dae-Hyun Cho
Journal:  Nat Chem       Date:  2012-01-10       Impact factor: 24.427
  8 in total

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