Literature DB >> 18309429

Stereoselective construction of nitrile-substituted cyclopropanes.

Justin R Denton1, Kevin Cheng, Huw M L Davies.   

Abstract

Nitrile-substituted cyclopropanes are readily synthesized in a stereocontrolled fashion from the intermolecular cyclopropanation between 2-diazo-2-phenylacetonitrile and electron-rich olefins, catalyzed by the chiral dirhodium complex, Rh(2)(S-PTAD)(4).

Entities:  

Year:  2008        PMID： 18309429     DOI： 10.1039/b719175h

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


  9 in total

1.  Controlling factors for C-H functionalization versus cyclopropanation of dihydronaphthalenes.

Authors:  Etienne Nadeau; Dominic L Ventura; Jonathan A Brekan; Huw M L Davies
Journal:  J Org Chem       Date:  2010-03-19       Impact factor: 4.354

2.  Diazo reagents with small steric footprints for simultaneous arming/SAR studies of alcohol-containing natural products via O-H insertion.

Authors:  Supakarn Chamni; Qing-Li He; Yongjun Dang; Shridhar Bhat; Jun O Liu; Daniel Romo
Journal:  ACS Chem Biol       Date:  2011-09-28       Impact factor: 5.100

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.  Rh-catalyzed intermolecular cyclopropanation with alpha-alkyl-alpha-diazoesters: catalyst-dependent chemo- and diastereoselectivity.

Authors:  Patricia Panne; Andrew DeAngelis; Joseph M Fox
Journal:  Org Lett       Date:  2008-06-12       Impact factor: 6.005

5.  Rh(2)(S-PTTL)(3)TPA-A Mixed Ligand Dirhodium(II) Catalyst for Enantioselective Reactions of α-Alkyl-α-Diazoesters.

Authors:  David T Boruta; Olga Dmitrenko; Glenn P A Yap; Joseph M Fox
Journal:  Chem Sci       Date:  2012-05       Impact factor: 9.825

6.  Chiral crown conformation of Rh(2)(S-PTTL)(4): enantioselective cyclopropanation with alpha-alkyl-alpha-diazoesters.

Authors:  Andrew DeAngelis; Olga Dmitrenko; Glenn P A Yap; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-06-03       Impact factor: 15.419

7.  Highly Diastereo- and Enantioselective Synthesis of Nitrile-Substituted Cyclopropanes by Myoglobin-Mediated Carbene Transfer Catalysis.

Authors:  Ajay L Chandgude; Rudi Fasan
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-05       Impact factor: 15.336

8.  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

9.  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
  9 in total

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