期刊
ORGANIC LETTERS
卷 24, 期 28, 页码 5068-5072出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01838
关键词
-
资金
- European Research Council [771170]
- EPFL
- Swiss National Science Foundation [180544]
A Pd-catalyzed method using a molecular tether was developed for olefin difunctionalization, enabling the simultaneous introduction of oxygen and nitrogen heteroatoms across unsaturated carbon-carbon bonds. Good yields and high diastereoselectivity were achieved with aryl-substituted alkenes, while nonterminal alkyl-substituted olefins gave aza-Heck products. Cleavage of the tether under mild conditions allowed for quick access to functionalized alcohols.
A Pd-catalyzed method based on the use of a molecular tether is described for olefin difunctionalization. Enabled by an easily introduced trifluoroacetaldehyde-derived tether, a simultaneous introduction of oxygen and nitrogen heteroatoms across unsaturated carbon-carbon bonds was achieved under oxidative conditions, most probably via high-valent Pd inter-mediates. Good yields and high diastereoselectivity were obtained with aryl-substituted alkenes, whereas nonterminal alkyl-substituted olefins gave aza-Heck products. Tether cleavage under mild conditions fast access to functionalized alcohols.
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