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...

Disgrifiad llawn

Manylion Llyfryddiaeth
Prif Awduron: Hopkinson, M, Giuffredi, G, Gee, A, Gouverneur, V
Fformat: Journal article
Iaith:English
Cyhoeddwyd: 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.
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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
work_keys_str_mv AT hopkinsonm goldcatalyzeddiastereoselectivesynthesisofalphafluoroenonesfrompropargylacetates
AT giuffredig goldcatalyzeddiastereoselectivesynthesisofalphafluoroenonesfrompropargylacetates
AT geea goldcatalyzeddiastereoselectivesynthesisofalphafluoroenonesfrompropargylacetates
AT gouverneurv goldcatalyzeddiastereoselectivesynthesisofalphafluoroenonesfrompropargylacetates