Literature DB >> 11263919

Epoxides and aziridines from diazoacetates via ylide intermediates.

M P Doyle1, W Hu, D J Timmons.   

Abstract

An effective methodology is reported for stereospecific epoxidation and aziridination via carbonyl ylide intermediates using rhodium(II) acetate catalyzed reactions of phenyl- and styryldiazoacetates with aldehydes, ketones, or imines.

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Year:  2001        PMID： 11263919     DOI： 10.1021/ol015600x

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


  11 in total

1.  Rh-Catalyzed Intermolecular Reactions of α-Alkyl-α-Diazo Carbonyl Compounds with Selectivity over β-Hydride Migration.

Authors:  Andrew DeAngelis; Robert Panish; Joseph M Fox
Journal:  Acc Chem Res       Date:  2015-12-21       Impact factor: 22.384

2.  An Approach Toward Oxidopyrylium Ylides Using Rh(II)-Catalyzed Cyclization Chemistry.

Authors:  Albert Padwa; Jutatip Boonsombat; Paitoon Rashatasakhon
Journal:  Tetrahedron Lett       Date:  2007-08-20       Impact factor: 2.415

3.  Rhodium-catalyzed enantioselective vinylogous addition of enol ethers to vinyldiazoacetates.

Authors:  Austin G Smith; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

4.  Rhodium-catalyzed enantioselective cyclopropanation of electron deficient alkenes.

Authors:  Hengbin Wang; David M Guptill; Adrian Varela Alvarez; Djamaladdin G Musaev; Huw M L Davies
Journal:  Chem Sci       Date:  2013-07       Impact factor: 9.825

5.  Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

Authors:  Lei Zhou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

6.  Unusually reactive and selective carbonyl ylides for three-component cycloaddition reactions.

Authors:  Andrew DeAngelis; Michael T Taylor; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

7.  Regioselective synthesis of N-beta-hydroxyethylaziridines by the ring-opening reaction of epoxides with aziridine generated in situ.

Authors:  Ha Young Kim; Arindam Talukdar; Mark Cushman
Journal:  Org Lett       Date:  2006-03-16       Impact factor: 6.005

8.  A Rh(II)-catalyzed cycloaddition approach towards the synthesis of komaroviquinone.

Authors:  Albert Padwa; Majid J Chughtai; Jutatip Boonsombat; Paitoon Rashatasakhon
Journal:  Tetrahedron       Date:  2008-05-19       Impact factor: 2.457

Review 9.  Recent applications of the divinylcyclopropane-cycloheptadiene rearrangement in organic synthesis.

Authors:  Sebastian Krüger; Tanja Gaich
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883

10.  Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles.

Authors:  Wei Wen Tan; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2015-08-03       Impact factor: 9.825
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