Literature DB >> 17580885

Diarylprolinol silyl ether as catalyst of an exo-selective, enantioselective Diels-Alder reaction.

Hiroaki Gotoh1, Yujiro Hayashi.   

Abstract

In combined use with CF3CO2H, 2-[bis(3,5-bis-trifluoromethylphenyl) triethylsiloxymethyl]pyrrolidine was found to be an effective organocatalyst of an exo-selective, enantioselective Diels-Alder reaction of alpha,beta-unsaturated aldehydes.

Entities:  

Year:  2007        PMID: 17580885     DOI: 10.1021/ol071009+

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


  8 in total

1.  Diels-Alder exo selectivity in terminal-substituted dienes and dienophiles: experimental discoveries and computational explanations.

Authors:  Yu-hong Lam; Paul Ha-Yeon Cheong; José M Blasco Mata; Steven J Stanway; Véronique Gouverneur; K N Houk
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

2.  Unconventional exo selectivity in thermal normal-electron-demand Diels-Alder reactions.

Authors:  Guo-Ming Ho; Ci-Jhang Huang; Elise Yu-Tzu Li; Sheng-Kai Hsu; Ti Wu; Medel Manuel L Zulueta; Kevin Binchia Wu; Shang-Cheng Hung
Journal:  Sci Rep       Date:  2016-10-12       Impact factor: 4.379

3.  A multi-substrate screening approach for the identification of a broadly applicable Diels-Alder catalyst.

Authors:  Hyejin Kim; Gabriela Gerosa; Jonas Aronow; Pinar Kasaplar; Jie Ouyang; Julia B Lingnau; Paul Guerry; Christophe Farès; Benjamin List
Journal:  Nat Commun       Date:  2019-02-15       Impact factor: 14.919

4.  Molecular design principles towards exo-exclusive Diels-Alder reactions.

Authors:  Ci-Jhang Huang; Elise Y Li
Journal:  RSC Adv       Date:  2019-03-04       Impact factor: 3.361

5.  Carbocation catalysis in confined space: activation of trityl chloride inside the hexameric resorcinarene capsule.

Authors:  Margherita De Rosa; Stefania Gambaro; Annunziata Soriente; Paolo Della Sala; Veronica Iuliano; Carmen Talotta; Carmine Gaeta; Antonio Rescifina; Placido Neri
Journal:  Chem Sci       Date:  2022-07-07       Impact factor: 9.969

6.  Asymmetric Syntheses of (+)- and (-)-Collybolide Enable Reevaluation of kappa-Opioid Receptor Agonism.

Authors:  Sophia L Shevick; Stephan M Freeman; Guanghu Tong; Robin J Russo; Laura M Bohn; Ryan A Shenvi
Journal:  ACS Cent Sci       Date:  2022-07-18       Impact factor: 18.728

Review 7.  Unlocking New Reactivities in Enzymes by Iminium Catalysis.

Authors:  Guangcai Xu; Gerrit J Poelarends
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-15       Impact factor: 16.823

8.  Enantioselective Total Synthesis of (+)-Heilonine.

Authors:  Kyle J Cassaidy; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2021-09-29       Impact factor: 15.419

  8 in total

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