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Gold-Catalyzed Diastereoselective Synthesis of alpha-Fluoroenones from Propargyl Acetates

Abstract:
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.
Publication status:
Published

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Publisher copy:
10.1055/s-0030-1258992

Authors


Hopkinson, MN More by this author
Giuffredi, GT More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
SYNLETT
Volume:
2010
Issue:
18
Pages:
2737-2742
Publication date:
2010-11-05
DOI:
EISSN:
1437-2096
ISSN:
0936-5214
URN:
uuid:1468b5b0-927d-4214-b402-cba5756705f1
Source identifiers:
97307
Local pid:
pubs:97307

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