Literature DB >> 17710220

A recyclable fluorous organocatalyst for Diels-Alder reactions.

Qianli Chu1, Wei Zhang, Dennis P Curran.   

Abstract

Chiral fluorous imidazolidinone catalyst 2 provides consistently high enantioselectivities in Diels-Alder reactions of dienes and alpha, beta-unsaturated aldehydes. The catalyst can be readily separated from the reaction products by fluorous solid-phase extraction, and recovered in excellent purity for direct reuse.

Entities:  

Year:  2006        PMID: 17710220      PMCID: PMC1950145          DOI: 10.1016/j.tetlet.2006.10.101

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


  12 in total

1.  New strategies in organic catalysis: the first enantioselective organocatalytic Friedel-Crafts alkylation.

Authors:  N A Paras; D W MacMillan
Journal:  J Am Chem Soc       Date:  2001-05-09       Impact factor: 15.419

2.  Control of four stereocentres in a triple cascade organocatalytic reaction.

Authors:  Dieter Enders; Matthias R M Hüttl; Christoph Grondal; Gerhard Raabe
Journal:  Nature       Date:  2006-06-15       Impact factor: 49.962

3.  Facile catalyst separation without water: fluorous biphase hydroformylation of olefins.

Authors:  I T Horváth; J Rábai
Journal:  Science       Date:  1994-10-07       Impact factor: 47.728

4.  Practical synthesis of fluorous oxazolidinone chiral auxiliaries from alpha-amino acids.

Authors:  Jason E Hein; Laina M Geary; Ashley A Jaworski; Philip G Hultin
Journal:  J Org Chem       Date:  2005-11-25       Impact factor: 4.354

5.  A recyclable fluorous (S)-pyrrolidine sulfonamide promoted direct, highly enantioselective Michael addition of ketones and aldehydes to nitroolefins in water.

Authors:  Liansuo Zu; Jian Wang; Hao Li; Wei Wang
Journal:  Org Lett       Date:  2006-07-06       Impact factor: 6.005

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.  Thionation using fluorous Lawesson's reagent.

Authors:  Zoltán Kaleta; Brian T Makowski; Tibor Soós; Roman Dembinski
Journal:  Org Lett       Date:  2006-04-13       Impact factor: 6.005

8.  Enantioselective organocatalytic intramolecular Diels-Alder reactions. The asymmetric synthesis of solanapyrone D.

Authors:  Rebecca M Wilson; Wendy S Jen; David W C Macmillan
Journal:  J Am Chem Soc       Date:  2005-08-24       Impact factor: 15.419

9.  A fluorous-tagged, acid-labile protecting group for the synthesis of carboxamides and sulfonamides.

Authors:  Anne-Laure Villard; Brian H Warrington; Mark Ladlow
Journal:  J Comb Chem       Date:  2004 Jul-Aug

10.  The first enantioselective organocatalytic Mukaiyama-Michael reaction: a direct method for the synthesis of enantioenriched gamma-butenolide architecture.

Authors:  Sean P Brown; Nicole C Goodwin; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2003-02-05       Impact factor: 15.419

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  4 in total

1.  Enantioselective α-Chlorination of Aldehydes with Recyclable Fluorous (S)-Pyrrolidine-Thiourea Bifunctional Organocatalyst.

Authors:  Liang Wang; Chun Cai; Dennis P Curran; Wei Zhang
Journal:  Synlett       Date:  2010-01-01       Impact factor: 2.454

2.  Synthesis of deep-cavity fluorous calix[4]arenes as molecular recognition scaffolds.

Authors:  Maksim Osipov; Qianli Chu; Steven J Geib; Dennis P Curran; Stephen G Weber
Journal:  Beilstein J Org Chem       Date:  2008-10-20       Impact factor: 2.883

3.  Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters.

Authors:  Wen-Bin Yi; Xin Huang; Zijuan Zhang; Dian-Rong Zhu; Chun Cai; Wei Zhang
Journal:  Beilstein J Org Chem       Date:  2012-08-03       Impact factor: 2.883

4.  Multivalent polyglycerol supported imidazolidin-4-one organocatalysts for enantioselective Friedel-Crafts alkylations.

Authors:  Tommaso Pecchioli; Manoj Kumar Muthyala; Rainer Haag; Mathias Christmann
Journal:  Beilstein J Org Chem       Date:  2015-05-12       Impact factor: 2.883

  4 in total

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