Literature DB >> 15311953

Asymmetric catalysis with "planar-chiral" derivatives of 4-(dimethylamino)pyridine.

Gregory C Fu1.   

Abstract

Whereas chiral Lewis acid catalysis has been intensively investigated, chiral Lewis base (nucleophilic) catalysis has been comparatively neglected. We have developed "planar-chiral" derivatives of 4-(dimethylamino)pyridine (DMAP), a highly versatile nucleophilic catalyst, that are effective in a diverse array of processes, including the Staudinger synthesis of beta-lactams, the acylation of silyl ketene acetals, and the kinetic resolution of amines.

Entities:  

Year:  2004        PMID： 15311953     DOI： 10.1021/ar030051b

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN： 0001-4842            Impact factor:   22.384


  30 in total

1.  Kinetic resolution of secondary alcohols using amidine-based catalysts.

Authors:  Ximin Li; Hui Jiang; Eric W Uffman; Lei Guo; Yuhua Zhang; Xing Yang; Vladimir B Birman
Journal:  J Org Chem       Date:  2012-02-09       Impact factor: 4.354

2.  Catalytic, asymmetric reactions of ketenes and ketene enolates.

Authors:  Daniel H Paull; Anthony Weatherwax; Thomas Lectka
Journal:  Tetrahedron       Date:  2009-08-22       Impact factor: 2.457

3.  Enantioselective nucleophilic catalysis: the synthesis of aza-beta-lactams through [2+2] cycloadditions of ketenes with azo compounds.

Authors:  Jacob M Berlin; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Enantioselective TADMAP-catalyzed carboxyl migration reactions for the synthesis of stereogenic quaternary carbon.

Authors:  Scott A Shaw; Pedro Aleman; Justin Christy; Jeff W Kampf; Porino Va; Edwin Vedejs
Journal:  J Am Chem Soc       Date:  2006-01-25       Impact factor: 15.419

5.  Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.

Authors:  Yuhua Zhang; Vladimir B Birman
Journal:  Adv Synth Catal       Date:  2009-10-01       Impact factor: 5.837

Review 6.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

Review 7.  The Cation-π Interaction in Small-Molecule Catalysis.

Authors:  C Rose Kennedy; Song Lin; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

8.  Use of a new spirophosphine to achieve catalytic enantioselective [4 + 1] annulations of amines with allenes to generate dihydropyrroles.

Authors:  Søren Kramer; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2015-03-17       Impact factor: 15.419

9.  The Bull-James assembly as a chiral auxiliary and shift reagent in kinetic resolution of alkyne amines by the CuAAC reaction.

Authors:  William D G Brittain; Brette M Chapin; Wenlei Zhai; Vincent M Lynch; Benjamin R Buckley; Eric V Anslyn; John S Fossey
Journal:  Org Biomol Chem       Date:  2016-11-22       Impact factor: 3.876

10.  Enantioselective acylation of silyl ketene acetals through fluoride anion-binding catalysis.

Authors:  James A Birrell; Jean-Nicolas Desrosiers; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2011-08-10       Impact factor: 15.419
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