Literature DB >> 18232690

Highly diastereo- and enantioselective additions of homoenolates to nitrones catalyzed by N-heterocyclic carbenes.

Eric M Phillips1, Troy E Reynolds, Karl A Scheidt.   

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Year:  2008        PMID： 18232690      PMCID： PMC2981090          DOI： 10.1021/ja710521m

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


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  22 in total

1.  SmI2-induced umpolung of the C=N bond: first reductive conjugate addition of nitrones to alpha,beta-unsaturated esters.

Authors:  Géraldine Masson; Pascale Cividino; Sandrine Py; Yannick Vallée
Journal:  Angew Chem Int Ed Engl       Date:  2003-05-25       Impact factor: 15.336

2.  Catalytic asymmetric total synthesis of (+)-lactacystin.

Authors:  Nobuhisa Fukuda; Kazuki Sasaki; T V R S Sastry; Motomu Kanai; Masakatsu Shibasaki
Journal:  J Org Chem       Date:  2006-02-03       Impact factor: 4.354

3.  A highly enantioselective intramolecular Michael reaction catalyzed by N-heterocyclic carbenes.

Authors:  Eric M Phillips; Manabu Wadamoto; Audrey Chan; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Palladium-catalyzed asymmetric [3+3] cycloaddition of trimethylenemethane derivatives with nitrones.

Authors:  Ryo Shintani; Soyoung Park; Wei-Liang Duan; Tamio Hayashi
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 5.  Organocatalysis by N-heterocyclic carbenes.

Authors:  Dieter Enders; Oliver Niemeier; Alexander Henseler
Journal:  Chem Rev       Date:  2007-10-23       Impact factor: 60.622

6.  Conversion of alpha,beta-unsaturated aldehydes into saturated esters: an Umpolung reaction catalyzed by nucleophilic carbenes.

Authors:  Audrey Chan; Karl A Scheidt
Journal:  Org Lett       Date:  2005-03-03       Impact factor: 6.005

7.  N-heterocyclic carbene-catalyzed generation of homoenolates: gamma-butyrolactones by direct annulations of enals and aldehydes.

Authors:  Stephanie S Sohn; Evelyn L Rosen; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2004-11-10       Impact factor: 15.419

8.  Catalytic Synthesis of gamma-Lactams via direct annulations of enals and N-sulfonylimines.

Authors:  Ming He; Jeffrey W Bode
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

9.  Enantioselective synthesis of alpha,alpha-disubstituted cyclopentenes by an N-heterocyclic carbene-catalyzed desymmetrization of 1,3-diketones.

Authors:  Manabu Wadamoto; Eric M Phillips; Troy E Reynolds; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2007-07-31       Impact factor: 15.419

Review 10.  Total synthesis of lactacystin and salinosporamide A.

Authors:  Masakatsu Shibasaki; Motomu Kanai; Nobuhisa Fukuda
Journal:  Chem Asian J       Date:  2007-01-08
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  26 in total

1.  NHC-catalyzed/titanium(IV)-mediated highly diastereo- and enantioselective dimerization of enals.

Authors:  Daniel T Cohen; Benoit Cardinal-David; John M Roberts; Amy A Sarjeant; Karl A Scheidt
Journal:  Org Lett       Date:  2011-01-27       Impact factor: 6.005

2.  Discovering New Reactions with N-Heterocyclic Carbene Catalysis.

Authors:  Eric M Phillips; Audrey Chan; Karl A Scheidt
Journal:  Aldrichimica Acta       Date:  2009       Impact factor: 3.667

Review 3.  Carbene catalysts.

Authors:  Jennifer L Moore; Tomislav Rovis
Journal:  Top Curr Chem       Date:  2010

4.  Cooperative N-heterocyclic carbene/Lewis acid catalysis for highly stereoselective annulation reactions with homoenolates.

Authors:  Benoit Cardinal-David; Dustin E A Raup; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2010-04-21       Impact factor: 15.419

Review 5.  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

6.  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

7.  Cyclic ketimines as superior electrophiles for NHC-catalyzed homoenolate additions with broad scope and low catalyst loadings.

Authors:  Michael Rommel; Takeo Fukuzumi; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2008-12-24       Impact factor: 15.419

8.  Asymmetric N-heterocyclic carbene catalyzed addition of enals to nitroalkenes: controlling stereochemistry via the homoenolate reactivity pathway to access δ-lactams.

Authors:  Nicholas A White; Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2013-05-28       Impact factor: 15.419

9.  Asymmetric homoenolate additions to acyl phosphonates through rational design of a tailored N-heterocyclic carbene catalyst.

Authors:  Ki Po Jang; Gerri E Hutson; Ryne C Johnston; Elizabeth O McCusker; Paul H-Y Cheong; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2013-12-17       Impact factor: 15.419

Review 10.  A continuum of progress: applications of N-hetereocyclic carbene catalysis in total synthesis.

Authors:  Javier Izquierdo; Gerri E Hutson; Daniel T Cohen; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-10-16       Impact factor: 15.336
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