Literature DB >> 18802521

A diastereo- and enantioselective synthesis of alpha-substituted anti-alpha,beta-diaminophosphonic acid derivatives.

Jeremy C Wilt1, Maren Pink, Jeffrey N Johnston.   

Abstract

Highly diastereo- and enantioselective additions of alpha-nitrophosphonates to imines catalyzed by a chiral Brønsted acid are described.

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Year:  2008        PMID: 18802521     DOI: 10.1039/b808393b

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


  18 in total

1.  Preparation of (-)-Nutlin-3 using enantioselective organocatalysis at decagram scale.

Authors:  Tyler A Davis; Anna E Vilgelm; Ann Richmond; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2013-10-15       Impact factor: 4.354

2.  Quinidine thiourea-catalyzed enantioselective synthesis of β-nitrophosphonates: Beneficial effects of molecular sieves.

Authors:  Santhi Abbaraju; Mayur Bhanushali; Cong-Gui Zhao
Journal:  Tetrahedron       Date:  2011-09-30       Impact factor: 2.457

3.  Catalytic, Enantioselective Synthesis of Stilbene cis-Diamines: A Concise Preparation of (-)-Nutlin-3, a Potent p53/MDM2 Inhibitor.

Authors:  Tyler A Davis; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2011-03-25       Impact factor: 9.825

4.  Achiral counterion control of enantioselectivity in a Brønsted acid-catalyzed iodolactonization.

Authors:  Mark C Dobish; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2012-03-30       Impact factor: 15.419

5.  Chiral proton catalysis of secondary nitroalkane additions to azomethine: synthesis of a potent GlyT1 inhibitor.

Authors:  Tyler A Davis; Michael W Danneman; Jeffrey N Johnston
Journal:  Chem Commun (Camb)       Date:  2012-04-30       Impact factor: 6.222

6.  Squaramide-catalyzed enantioselective Michael addition of diphenyl phosphite to nitroalkenes.

Authors:  Ye Zhu; Jeremiah P Malerich; Viresh H Rawal
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

7.  Umpolung reactivity in amide and peptide synthesis.

Authors:  Bo Shen; Dawn M Makley; Jeffrey N Johnston
Journal:  Nature       Date:  2010-06-24       Impact factor: 49.962

8.  Diastereoselective and enantioselective synthesis of tertiary alpha-hydroxy phosphonates through hydrogen-bond catalysis.

Authors:  Vijaya Bhasker Gondi; Koji Hagihara; Viresh H Rawal
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Development of an Intermittent-Flow Enantioselective Aza-Henry Reaction Using an Arylnitromethane and Homogeneous Brønsted Acid-Base Catalyst with Recycle.

Authors:  Sergey V Tsukanov; Martin D Johnson; Scott A May; Morgan Rosemeyer; Michael A Watkins; Stanley P Kolis; Matthew H Yates; Jeffrey N Johnston
Journal:  Org Process Res Dev       Date:  2016-02-01       Impact factor: 3.317

10.  Organocatalytic, diastereo- and enantioselective synthesis of nonsymmetric cis-stilbene diamines: a platform for the preparation of single-enantiomer cis-imidazolines for protein-protein inhibition.

Authors:  Brandon A Vara; Anand Mayasundari; John C Tellis; Michael W Danneman; Vanessa Arredondo; Tyler A Davis; Jaeki Min; Kristin Finch; R Kiplin Guy; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2014-07-14       Impact factor: 4.354

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