Literature DB >> 18478711

Stereoselective synthesis of spirocyclopentanones via N-heterocyclic carbene-catalyzed reactions of enals and dienones.

Vijay Nair1, Beneesh Pattoorpadi Babu, Sreekumar Vellalath, Eringathodi Suresh.   

Abstract

Homoenolates generated from enals by nucleophilic heterocyclic carbene (NHC) catalysis undergo a conjugate addition/cyclization sequence with cyclic dienones, culminating in the efficient synthesis of spirocyclopentanones.

Entities:  

Year:  2008        PMID： 18478711     DOI： 10.1039/b715733a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 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.  Exploiting Acyl and Enol Azolium Intermediates via NHeterocyclic Carbene Catalyzed Reactions of Alpha-Reducible Aldehydes.

Authors:  Harit U Vora; Philip Wheeler; Tomislav Rovis
Journal:  Adv Synth Catal       Date:  2012-04-19       Impact factor: 5.837

3.  Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals.

Authors:  Nicholas A White; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2015-08-10       Impact factor: 15.419

4.  Alpha'-hydroxyenones as mechanistic probes and scope-expanding surrogates for alpha,beta-unsaturated aldehydes in N-heterocyclic carbene-catalyzed reactions.

Authors:  Pei-Chen Chiang; Michael Rommel; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2009-06-24       Impact factor: 15.419

5.  Enantioselective N-heterocyclic carbene catalyzed annulation reactions with imidazolidinones.

Authors:  Elizabeth O'Bryan McCusker; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-18       Impact factor: 15.336
  5 in total

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