期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 2, 页码 347-357出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo101791w
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资金
- Science Foundation Ireland (SFI)
- DFG (Deutsche Forschungsgemeinschaft)
- Irish Research Council for Science Engineering and Technology (IRCSET)
It has been shown for the first time that-triazolium precatalysts promote (in the presence of base) highly chemoselective crossed acyloin condensation reactions between aliphatic and ortho-substituted aromatic aldehydes. An o-bromine atom can serve as a temporary directing group to ensure high chemoselectivity (regardless of the nature of the other substituents on the aromatic ring) which then can be conveniently removed. The process is of broad scope and is operationally simple as it does not require the preactivation of any of the coupling partners to ensure selectivtiy. Preliminary data indicate that highly enantioselective variants of the reaction are feasible using chiral precatalysts.
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