Literature DB >> 22494353

Iron-catalyzed cyclopropanation with glycine ethyl ester hydrochloride in water.

Bill Morandi1, Amund Dolva, E M Carreira.   

Abstract

An iron-catalyzed cyclopropanation reaction of styrenes in aqueous media is disclosed that employs glycine ethyl ester hydrochloride in a tandem diazotization/cyclopropanation reaction. The products are accessed in good yields and good diastereoselectivity using readily available and inexpensive starting materials. Moreover, a wide range of transition metals may be used under these conditions, thus opening new opportunities for efficient carbene-transfer reactions under user-friendly conditions.
© 2012 American Chemical Society

Entities:  

Year:  2012        PMID: 22494353     DOI: 10.1021/ol300688p

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


  5 in total

1.  DNA-Accelerated Catalysis of Carbene-Transfer Reactions by a DNA/Cationic Iron Porphyrin Hybrid.

Authors:  Ana Rioz-Martínez; Jens Oelerich; Nathalie Ségaud; Gerard Roelfes
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-12       Impact factor: 15.336

2.  Cyclopropanations via Heme Carbenes: Basic Mechanism and Effects of Carbene Substituent, Protein Axial Ligand, and Porphyrin Substitution.

Authors:  Yang Wei; Antonio Tinoco; Viktoria Steck; Rudi Fasan; Yong Zhang
Journal:  J Am Chem Soc       Date:  2018-01-24       Impact factor: 15.419

Review 3.  Carbene Transfer Reactions Catalysed by Dyes of the Metalloporphyrin Group.

Authors:  Mário M Q Simões; Daniel T G Gonzaga; Mariana F C Cardoso; Luana da S M Forezi; Ana T P C Gomes; Fernando de C da Silva; Vítor F Ferreira; Maria G P M S Neves; José A S Cavaleiro
Journal:  Molecules       Date:  2018-03-29       Impact factor: 4.411

4.  Exploring the enzyme-catalyzed synthesis of isotope labeled cyclopropanes.

Authors:  Malvika Sardana; Kim S Mühlfenzl; Sylvia T M Wenker; Christian Åkesson; Martin A Hayes; Charles S Elmore; Subhash Pithani
Journal:  J Labelled Comp Radiopharm       Date:  2022-02-02       Impact factor: 1.949

5.  Bioorthogonal Metalloporphyrin-Catalyzed Selective Methionine Alkylation in the Lanthipeptide Nisin.

Authors:  Ruben V Maaskant; Gerard Roelfes
Journal:  Chembiochem       Date:  2018-10-30       Impact factor: 3.164

  5 in total

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