| Facially selective Cu-catalyzed carbozincation of cyclopropenes using arylzinc reagents formed by sequential I/Mg/Zn exchange. | |
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MedLine Citation:
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PMID: 23035947 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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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Authors:
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Vinod Tarwade; Ramajeyam Selvaraj; Joseph M Fox |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S. Date: 2012-10-19 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 77 ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2012 Nov |
Date Detail:
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Created Date: 2012-11-02 Completed Date: 2013-03-17 Revised Date: 2013-04-16 |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 9900-4 Citation Subset: IM |
Affiliation:
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Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware, 19716, United States. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Catalysis Copper / chemistry* Cyclopropanes / chemistry* Indicators and Reagents Iodides / chemistry* Magnesium / chemistry* Molecular Structure Zinc / chemistry* |
| Grant Support | |
ID/Acronym/Agency:
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R01 GM068640/GM/NIGMS NIH HHS; R01 GM068650/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Cyclopropanes; 0/Indicators and Reagents; 0/Iodides; 7439-95-4/Magnesium; 7440-50-8/Copper; 7440-66-6/Zinc |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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