期刊
JOURNAL OF ORGANOMETALLIC CHEMISTRY
卷 694, 期 4, 页码 510-514出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2008.09.062
关键词
Nucleophilic substitution; Regioselectivity; Catalysis; Gold; 3-silyloxy-1,4-enynes
资金
- Fonds der Chemischen Industrie (FCI)
- Deutsche Forschungsgemeinschaft (DFG)
Gold-catalyzed reactions of 3-silyloxy-1,4-enynes with alcohols afford primary, secondary, and tertiary pent-2-en-4-ynyl ethers in moderate to excellent yields. The substitution proceeds with high regioselectivity. An initial cyclization providing five-membered carbocycles instead was not observed under the reaction conditions. Control experiments show that these reactions are also catalyzed by Bronsted- and Lewis-acids, although scope and yields are markedly reduced. (C) 2008 Elsevier B.V. All rights reserved.
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