Literature DB >> 19655731

Lanthanum tricyanide-catalyzed acyl silane-ketone benzoin additions.

James C Tarr1, Jeffrey S Johnson.   

Abstract

Lanthanum tricyanide efficiently catalyzes a benzoin-type coupling between acyl silanes and ketones. Yields range from moderate to excellent over a broad substrate scope encompassing aryl, alkyl, electron-rich, and sterically hindered ketones.

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Year:  2009        PMID： 19655731      PMCID： PMC2733931          DOI： 10.1021/ol901314w

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


  19 in total

1.  Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones.

Authors:  Eric M Bunnelle; Cameron R Smith; Sharon K Lee; Surendra W Singaram; Allison J Rhodes; Richmond Sarpong
Journal:  Tetrahedron       Date:  2008-02-28       Impact factor: 2.457

2.  Lewis acid catalyzed asymmetric cycloadditions of nitrones: alpha'-hydroxy enones as efficient reaction partners.

Authors:  Claudio Palomo; Mikel Oiarbide; Elena Arceo; Jesús M García; Rosa López; Alberto González; Anthony Linden
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-26       Impact factor: 15.336

3.  Enantioselective, cyclopentene-forming annulations via NHC-catalyzed benzoin-oxy-cope reactions.

Authors:  Pei-Chen Chiang; Juthanat Kaeobamrung; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2007-03-03       Impact factor: 15.419

4.  An efficient nucleophilic carbene catalyst for the asymmetric benzoin condensation.

Authors:  Dieter Enders; Ulrike Kallfass
Journal:  Angew Chem Int Ed Engl       Date:  2002-05-17       Impact factor: 15.336

5.  Development of a donor-acceptor concept for enzymatic cross-coupling reactions of aldehydes: the first asymmetric cross-benzoin condensation.

Authors:  Pascal Dünkelmann; Doris Kolter-Jung; Adam Nitsche; Ayhan S Demir; Petra Siegert; Bettina Lingen; Martin Baumann; Martina Pohl; Michael Müller
Journal:  J Am Chem Soc       Date:  2002-10-16       Impact factor: 15.419

6.  Photochemical preparation of highly functionalized 1-indanones.

Authors:  Pablo Wessig; Clemens Glombitza; Gunnar Müller; Janek Teubner
Journal:  J Org Chem       Date:  2004-10-29       Impact factor: 4.354

7.  Catalytic intramolecular crossed aldehyde--ketone benzoin reactions: a novel synthesis of functionalized preanthraquinones.

Authors:  Yoshifumi Hachisu; Jeffrey W Bode; Keisuke Suzuki
Journal:  J Am Chem Soc       Date:  2003-07-16       Impact factor: 15.419

8.  Metallophosphites as umpolung catalysts: the enantioselective cross silyl benzoin reaction.

Authors:  Xin Linghu; Justin R Potnick; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2004-03-17       Impact factor: 15.419

9.  Modified chiral triazolium salts for enantioselective benzoin cyclization of enolizable keto-aldehydes: synthesis of (+)-sappanone B.

Authors:  Hiroshi Takikawa; Keisuke Suzuki
Journal:  Org Lett       Date:  2007-06-09       Impact factor: 6.005

10.  Kinetic control in direct alpha-silyloxy ketone synthesis: a new regiospecific catalyzed cross silyl benzoin reaction.

Authors:  Xin Linghu; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2003-06-06       Impact factor: 15.336
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  3 in total

Review 1.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

2.  Lanthanum tricyanide-catalyzed acyl silane-ketone benzoin additions and kinetic resolution of resultant alpha-silyloxyketones.

Authors:  James C Tarr; Jeffrey S Johnson
Journal:  J Org Chem       Date:  2010-05-21       Impact factor: 4.354

3.  Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?

Authors:  Anca Gliga; Bernd Goldfuss; Jörg M Neudörfl
Journal:  Beilstein J Org Chem       Date:  2011-08-31       Impact factor: 2.883
  3 in total

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