Literature DB >> 21175181

Dynamic kinetic resolution of azlactones catalyzed by chiral Brønsted acids.

Guojian Lu1, Vladimir B Birman.   

Abstract

Chiral Brønsted acids have been shown for the first time to catalyze the dynamic kinetic resolution of azlactones. 3,3'-Bis-(9-anthryl)-BINOL phosphoric acid 3c is particularly effective in the case of 4-aryl-substituted substrates, producing 85-92% ee's.

Entities:  

Year:  2010        PMID: 21175181     DOI: 10.1021/ol102736t

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


  4 in total

1.  Chiral Brønsted Acid Catalyzed Kinetic Resolutions.

Authors:  Kimberly S Petersen
Journal:  Asian J Org Chem       Date:  2016-03-07       Impact factor: 3.319

2.  Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: asymmetric synthesis of highly substituted β-lactones.

Authors:  Daniel T Cohen; Chad C Eichman; Eric M Phillips; Emily R Zarefsky; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-14       Impact factor: 15.336

3.  Development and mechanism of an enantioselective bromocycloetherification reaction via Lewis base/chiral Brønsted acid cooperative catalysis.

Authors:  Scott E Denmark; Matthew T Burk
Journal:  Chirality       Date:  2013-11-07       Impact factor: 2.437

4.  Theoretical Study on the Epimerization of Azlactone Rings: Keto-Enol Tautomerism or Base-Mediated Racemization?

Authors:  Pedro P de Castro; Gabriel M F Batista; Hélio F Dos Santos; Giovanni W Amarante
Journal:  ACS Omega       Date:  2018-03-26
  4 in total

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