| The importance of the ene reaction for the C(2)-C(6) cyclization of enyne-allenes. | |
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MedLine Citation:
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PMID: 11389639 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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The present study establishes the ene reaction as a competing reaction mechanism to the diradical mechanism for the thermal C(2)-C(6) cyclization of enyne-allenes which possess bulky substituents at the alkyne terminus. Both reaction routes are found to possess nearly equal free energies of activation. As shown by our computations, primary H/D isotope effects could be used for a definite decision about the mechanism. Concerning the regioselectivity of the cyclization reactions of enyne-allenes our study resolves a long-standing deviation between theoretical results and experimental findings. |
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Authors:
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P W Musch; B Engels |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of the American Chemical Society Volume: 123 ISSN: 0002-7863 ISO Abbreviation: J. Am. Chem. Soc. Publication Date: 2001 Jun |
Date Detail:
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Created Date: 2001-06-06 Completed Date: 2001-12-28 Revised Date: 2003-10-31 |
Medline Journal Info:
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Nlm Unique ID: 7503056 Medline TA: J Am Chem Soc Country: United States |
Other Details:
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Languages: eng Pagination: 5557-62 Citation Subset: - |
Affiliation:
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Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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