Literature DB >> 12713284

Dirhodium tetraprolinate-catalyzed asymmetric cyclopropanations with high turnover numbers.

Huw M L Davies1, Chandrasekar Venkataramani.   

Abstract

The bridged dirhodium tetraprolinate Rh(2)(S-biTISP)(2) (2) catalyzes the asymmetric cyclopropanation reaction between methyl phenyldiazoacetate and styrene at room temperature with high turnover number (92 000) and turnover frequency (4000 per h). [reaction: see text]

Entities:  

Year:  2003        PMID： 12713284     DOI： 10.1021/ol034002a

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


  11 in total

1.  Enantioselective Dirhodium(II)-Catalyzed Cyclopropanations with Trimethylsilylethyl and Trichloroethyl Aryldiazoacetates.

Authors:  Solymar Negretti; Carolyn M Cohen; Jane J Chang; David M Guptill; Huw M L Davies
Journal:  Tetrahedron       Date:  2015-06-02       Impact factor: 2.457

2.  Metal-catalyzed nitrogen-atom transfer methods for the oxidation of aliphatic C-H bonds.

Authors:  Jennifer L Roizen; Mark Edwin Harvey; J Du Bois
Journal:  Acc Chem Res       Date:  2012-04-30       Impact factor: 22.384

3.  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

4.  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

5.  Improved cyclopropanation activity of histidine-ligated cytochrome P450 enables the enantioselective formal synthesis of levomilnacipran.

Authors:  Z Jane Wang; Hans Renata; Nicole E Peck; Christopher C Farwell; Pedro S Coelho; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-06       Impact factor: 15.336

6.  Highly diastereoselective and enantioselective olefin cyclopropanation using engineered myoglobin-based catalysts.

Authors:  Melanie Bordeaux; Vikas Tyagi; Rudi Fasan
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-23       Impact factor: 15.336

7.  Cytochrome P450-Catalyzed Insertion of Carbenoids into N-H Bonds.

Authors:  Z Jane Wang; Nicole E Peck; Hans Renata; Frances H Arnold
Journal:  Chem Sci       Date:  2014-02-01       Impact factor: 9.825

8.  Chemoselective tryptophan labeling with rhodium carbenoids at mild pH.

Authors:  John M Antos; Jesse M McFarland; Anthony T Iavarone; Matthew B Francis
Journal:  J Am Chem Soc       Date:  2009-05-06       Impact factor: 15.419

9.  Finding Opportunities from Surprises and Failures. Development of Rhodium-Stabilized Donor/Acceptor Carbenes and Their Application to Catalyst-Controlled C-H Functionalization.

Authors:  Huw M L Davies
Journal:  J Org Chem       Date:  2019-10-10       Impact factor: 4.354

10.  Guide to Enantioselective Dirhodium(II)-Catalyzed Cyclopropanation with Aryldiazoacetates.

Authors:  Kathryn M Chepiga; Changming Qin; Joshua S Alford; Spandan Chennamadhavuni; Timothy M Gregg; Jeremy P Olson; Huw M L Davies
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457
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