Literature DB >> 16836403

Enantioselective nitrone cycloadditions of alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes.

David A Evans1, Hyun-Ji Song, Keith R Fandrick.   

Abstract

[Structure: see text] Enantioselective nitrone cycloadditions with beta-substituted alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized beta'-hydroxy-beta-amino acid derivatives.

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Year:  2006        PMID： 16836403     DOI： 10.1021/ol061223i

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


  14 in total

1.  Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.

Authors:  Xinfang Xu; Wen-Hao Hu; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-31       Impact factor: 15.336

2.  Enantioselective addition of boronates to chromene acetals catalyzed by a chiral Brønsted acid/Lewis acid system.

Authors:  Philip N Moquist; Tomohiro Kodama; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2010-09-17       Impact factor: 15.336

3.  Stereoselective isoxazolidine synthesis via copper-catalyzed alkene aminooxygenation.

Authors:  Shuklendu D Karyakarte; Thomas P Smith; Sherry R Chemler
Journal:  J Org Chem       Date:  2012-08-15       Impact factor: 4.354

4.  Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones.

Authors:  Adrian G Amador; Evan M Sherbrook; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2016-03-29       Impact factor: 15.419

5.  Palladium-catalyzed asymmetric allylic alkylation of 2-acylimidazoles as ester enolate equivalents.

Authors:  Barry M Trost; Konrad Lehr; David J Michaelis; Jiayi Xu; Andreas K Buckl
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

6.  Solvent enhancement of reaction selectivity: a unique property of cationic chiral dirhodium carboxamidates.

Authors:  Xiaochen Wang; Carolin Weigl; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2011-05-27       Impact factor: 15.419

7.  Photocatalytic [2 + 2] cycloadditions of enones with cleavable redox auxiliaries.

Authors:  Elizabeth L Tyson; Elliot P Farney; Tehshik P Yoon
Journal:  Org Lett       Date:  2012-02-09       Impact factor: 6.005

8.  A convergent approach toward fidaxomicin: Syntheses of the fully glycosylated northern and southern fragments.

Authors:  Ryan Hollibaugh; Xueliang Yu; Jef K De Brabander
Journal:  Tetrahedron       Date:  2020-10-12       Impact factor: 2.457

9.  Interfacial electronic effects control the reaction selectivity of platinum catalysts.

Authors:  Guangxu Chen; Chaofa Xu; Xiaoqing Huang; Jinyu Ye; Lin Gu; Gang Li; Zichao Tang; Binghui Wu; Huayan Yang; Zipeng Zhao; Zhiyou Zhou; Gang Fu; Nanfeng Zheng
Journal:  Nat Mater       Date:  2016-01-25       Impact factor: 43.841

10.  A Redox Auxiliary Strategy for Pyrrolidine Synthesis via Photocatalytic [3+2] Cycloaddition.

Authors:  Adrian G Amador; Evan M Sherbrook; Tehshik P Yoon
Journal:  Asian J Org Chem       Date:  2019-03-21       Impact factor: 3.319
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