期刊
ORGANIC LETTERS
卷 17, 期 19, 页码 4878-4881出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02433
关键词
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资金
- UIC (LAS-AFS)
- NSF [CHE-0955972]
- TACOMA Technology
Novel oxidative dimerization of silylallenes is described. Treatment of silylallenes with a catalytic amount of copper(I) chloride, a substoichiometric amount of N-hydroxyphthalamide, and a stoichiometric amount of a terminal oxidant diacetoxyiodobenzene afforded head-to-head dimers as the main products. Silyallenes containing a small ring afforded only dimers, whereas as the ring size increased 1,3-enynes became more favorable products. For silylallenes containing an acyclic substituent, dimer formation is a norm with exceptions where N-hydroxyphthalimide reacts at the propargylic center to generate the corresponding aminoxy ethers.
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