Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates
A diastereoselective preparation of -fluoroenones from propargyl acetates has been developed proceeding via a gold-catalyzed rearrangement-fluorination cascade. Control reactions are consistent with a mechanism involving a gold-mediated 3,3-sigmatropic shift followed by a direct, nongold-catalyzed e...
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Fformat: | Journal article |
Iaith: | English |
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2010
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author | Hopkinson, M Giuffredi, G Gee, A Gouverneur, V |
author_facet | Hopkinson, M Giuffredi, G Gee, A Gouverneur, V |
author_sort | Hopkinson, M |
collection | OXFORD |
description | A diastereoselective preparation of -fluoroenones from propargyl acetates has been developed proceeding via a gold-catalyzed rearrangement-fluorination cascade. Control reactions are consistent with a mechanism involving a gold-mediated 3,3-sigmatropic shift followed by a direct, nongold-catalyzed electrophilic fluorination of the allenyl acetate intermediate. © 2010 Georg Thieme Verlag Stuttgart · New York. |
first_indexed | 2024-03-06T19:03:41Z |
format | Journal article |
id | oxford-uuid:1468b5b0-927d-4214-b402-cba5756705f1 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T19:03:41Z |
publishDate | 2010 |
record_format | dspace |
spelling | oxford-uuid:1468b5b0-927d-4214-b402-cba5756705f12022-03-26T10:19:35ZGold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl AcetatesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:1468b5b0-927d-4214-b402-cba5756705f1EnglishSymplectic Elements at Oxford2010Hopkinson, MGiuffredi, GGee, AGouverneur, VA diastereoselective preparation of -fluoroenones from propargyl acetates has been developed proceeding via a gold-catalyzed rearrangement-fluorination cascade. Control reactions are consistent with a mechanism involving a gold-mediated 3,3-sigmatropic shift followed by a direct, nongold-catalyzed electrophilic fluorination of the allenyl acetate intermediate. © 2010 Georg Thieme Verlag Stuttgart · New York. |
spellingShingle | Hopkinson, M Giuffredi, G Gee, A Gouverneur, V Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title | Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title_full | Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title_fullStr | Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title_full_unstemmed | Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title_short | Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates |
title_sort | gold catalyzed diastereoselective synthesis of alpha fluoroenones from propargyl acetates |
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