| New synthetic technology for the synthesis of hindered alpha-diazoketones via acyl mesylates. | |
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MedLine Citation:
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PMID: 10823217 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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[formula: see text] A mild and reliable one-pot protocol for the elaboration of sterically demanding carboxylic acids into alpha-diazoketones via acyl mesylates has been developed. Aside from delineating the reaction parameters which render this strategy quite general for hindered carboxylic acids, we have directly proven the existence of the fleeting acyl mesylate group as the reactive species in these reactions and shed light onto the differing mechanisms which are operative in the activation of hindered and simple carboxylic acids with methanesulfonyl chloride. |
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Authors:
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K C Nicolaou; P S Baran; Y L Zhong; H S Choi; K C Fong; Y He; W H Yoon |
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Publication Detail:
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Type: Journal Article; 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: 1 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 1999 Sep |
Date Detail:
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Created Date: 2000-06-16 Completed Date: 2000-06-16 Revised Date: 2006-11-15 |
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: 883-6 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Scripps Research Institute, La Jolla, California 92037, USA. kcn@scripps.edu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Ketones
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chemical synthesis* Magnetic Resonance Spectroscopy Mesylates / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Ketones; 0/Mesylates |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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