Literature DB >> 18085796

Facially selective and regioselective carbometalation of cyclopropenes by aryl Grignard reagents.

Ni Yan1, Xiaozhong Liu, Joseph M Fox.   

Abstract

Described is a Cu-catalyzed methodology for adding aryl Grignard reagents to 3-hydroxymethylcyclopropene derivatives with high regio- and diastereoselectivity. The cyclopropylmetals can be trapped with a variety of electrophiles to generate highly substituted cyclopropanes.

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Year:  2007        PMID: 18085796     DOI: 10.1021/jo702176x

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  9 in total

1.  Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes.

Authors:  Matthew D Hassink; Joseph M Fox
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

2.  Cyclopropenes in Metallacycle-Mediated Cross-Coupling with Alkynes: Convergent Synthesis of Highly Substituted Vinylcyclopropanes.

Authors:  Natasha F O'Rourke; Glenn C Micalizio
Journal:  Org Lett       Date:  2016-03-01       Impact factor: 6.005

3.  Stereospecific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift.

Authors:  Xiaocong Xie; Zhe Yang; Joseph M Fox
Journal:  J Org Chem       Date:  2010-06-04       Impact factor: 4.354

4.  Facially selective Cu-catalyzed carbozincation of cyclopropenes using arylzinc reagents formed by sequential I/Mg/Zn exchange.

Authors:  Vinod Tarwade; Ramajeyam Selvaraj; Joseph M Fox
Journal:  J Org Chem       Date:  2012-10-19       Impact factor: 4.354

5.  Highly enantio- and diastereoselective one-pot methods for the synthesis of halocyclopropyl alcohols.

Authors:  Hun Young Kim; Luca Salvi; Patrick J Carroll; Patrick J Walsh
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

6.  Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes.

Authors:  Heiko Sommer; Ilan Marek
Journal:  Chem Sci       Date:  2018-07-02       Impact factor: 9.825

7.  Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters.

Authors:  Kaushalendra Patel; Veeranjaneyulu Lanke; Ilan Marek
Journal:  J Am Chem Soc       Date:  2022-04-12       Impact factor: 16.383

8.  Recent advances in transition-metal-catalyzed intermolecular carbomagnesiation and carbozincation.

Authors:  Kei Murakami; Hideki Yorimitsu
Journal:  Beilstein J Org Chem       Date:  2013-02-11       Impact factor: 2.883

Review 9.  Copper mediated carbometalation reactions.

Authors:  D S Müller; I Marek
Journal:  Chem Soc Rev       Date:  2016-08-08       Impact factor: 54.564

  9 in total

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