| Highly regioselective, catalytic asymmetric reductive coupling of 1,3-enynes and ketones. | |
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MedLine Citation:
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PMID: 15987209 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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[reaction: see text] Highly regioselective, catalytic asymmetric reductive coupling reactions of 1,3-enynes and ketones have been achieved using catalytic amounts of Ni(cod)(2) and a P-chiral, monodentate ferrocenyl phosphine ligand. These couplings represent the first examples of catalytic, intermolecular reductive coupling of alkynes and ketones, enantioselective or otherwise, and afford synthetically useful 1,3-dienes possessing a quaternary carbinol stereogenic center in up to 70% ee. |
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Authors:
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Karen M Miller; Timothy F Jamison |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S. |
Journal Detail:
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Title: Organic letters Volume: 7 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2005 Jul |
Date Detail:
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Created Date: 2005-06-30 Completed Date: 2006-04-26 Revised Date: 2007-11-14 |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 3077-80 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Massachusetts Institute of Technology, Cambridge, 02139, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Alkynes
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chemical synthesis*,
chemistry Catalysis Combinatorial Chemistry Techniques* Indicators and Reagents Ketones / chemical synthesis*, chemistry Molecular Structure Oxidation-Reduction Stereoisomerism |
| Grant Support | |
ID/Acronym/Agency:
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1S10RR13886-01/RR/NCRR NIH HHS; GM-063755/GM/NIGMS NIH HHS; GM-072566/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Alkynes; 0/Indicators and Reagents; 0/Ketones |
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