Literature DB >> 19413344

Asymmetric Co(II)-catalyzed cyclopropanation with succinimidyl diazoacetate: general synthesis of chiral cyclopropyl carboxamides.

Joshua V Ruppel1, Ted J Gauthier, Nicole L Snyder, Jason A Perman, X Peter Zhang.   

Abstract

[Co(P1)] is an effective catalyst for asymmetric cyclopropanation with succinimidyl diazoacetate. The Co(II)-catalyzed reaction is suitable for various olefins, providing the desired cyclopropane succinimidyl esters in high yields and excellent diastereo- and enantioselectivity. The resulting enantioenriched cyclopropane succinimidyl esters can serve as convenient synthons for the general synthesis of optically active cyclopropyl carboxamides.

Entities:  

Year:  2009        PMID: 19413344     DOI: 10.1021/ol9005882

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


  6 in total

1.  Metalloradical approach to 2H-chromenes.

Authors:  Nanda D Paul; Sutanuva Mandal; Matthias Otte; Xin Cui; X Peter Zhang; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2014-01-08       Impact factor: 15.419

2.  Characterization of Tunable Radical Metal-Carbenes: Key Intermediates in Catalytic Cyclopropanation.

Authors:  Jonathan L Belof; Christian R Cioce; Xue Xu; X Peter Zhang; Brian Space; H Lee Woodcock
Journal:  Organometallics       Date:  2011-04-29       Impact factor: 3.876

Review 3.  Transition Metal Catalysis Controlled by Hydrogen Bonding in the Second Coordination Sphere.

Authors:  Joost N H Reek; Bas de Bruin; Sonja Pullen; Tiddo J Mooibroek; Alexander M Kluwer; Xavier Caumes
Journal:  Chem Rev       Date:  2022-05-20       Impact factor: 72.087

4.  Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.

Authors:  Jingyi Wang; Jingjing Xie; Wan-Chen Cindy Lee; Duo-Sheng Wang; X Peter Zhang
Journal:  Chem Catal       Date:  2021-12-29

5.  Carbene radicals in cobalt(II)-porphyrin-catalysed carbene carbonylation reactions; a catalytic approach to ketenes.

Authors:  Nanda D Paul; Andrei Chirila; Hongjian Lu; X Peter Zhang; Bas de Bruin
Journal:  Chemistry       Date:  2013-09-03       Impact factor: 5.236

6.  PREPARATION OF ISOPROPYL 2-DIAZOACETYL(PHENYL)CARBAMATE.

Authors:  Hubert Muchalski; Amanda B Doody; Timothy L Troyer; Jeffrey N Johnston
Journal:  Organic Synth       Date:  2011-02-08
  6 in total

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