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Literature DB >> 23035947

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

Vinod Tarwade¹, Ramajeyam Selvaraj, Joseph M Fox.

Abstract

Described is a Cu-catalyzed directed carbozincation of cyclopropenes with organozinc reagents prepared by I/Mg/Zn exchange. This protocol broadens the scope with respect to functional group tolerance and enables use of aryl iodide precursors, rather than purified diorganozinc precursors. Critical to diastereoselectivity of the carbozincation step is the removal of magnesium halide salts after transmetalation with ZnCl(2).

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Year: 2012 PMID： 23035947 PMCID： PMC3538081 DOI： 10.1021/jo3019076

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

35 in total

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Journal: J Org Chem Date: 2000-11-17 Impact factor: 4.354

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3. Catalytic enantioselective hydrostannation of cyclopropenes.

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4. Transition metal chemistry of cyclopropenes and cyclopropanes.

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5. Transition metal-catalyzed hydro-, sila-, and stannastannation of cyclopropenes: stereo- and regioselective approach toward multisubstituted cyclopropyl synthons.

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Journal: J Am Chem Soc Date: 2002-10-02 Impact factor: 15.419

6. A copper-catalyzed method for the facially selective addition of grignard reagents to cyclopropenes.

Authors: Lian-An Liao; Joseph M Fox
Journal: J Am Chem Soc Date: 2002-12-04 Impact factor: 15.419

7. Diastereoselectivity control in formal nucleophilic substitution of bromocyclopropanes with oxygen- and sulfur-based nucleophiles.

Authors: Joseph E Banning; Anthony R Prosser; Bassam K Alnasleh; Jason Smarker; Marina Rubina; Michael Rubin
Journal: J Org Chem Date: 2011-04-14 Impact factor: 4.354

8. Catalytic enantioselective hydroboration of cyclopropenes.

Authors: Marina Rubina; Michael Rubin; Vladimir Gevorgyan
Journal: J Am Chem Soc Date: 2003-06-18 Impact factor: 15.419

9. A new general preparation of polyfunctional diarylamines by the addition of functionalized arylmagnesium compounds to nitroarenes.

Authors: Ioannis Sapountzis; Paul Knochel
Journal: J Am Chem Soc Date: 2002-08-14 Impact factor: 15.419