期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 9, 期 4, 页码 1183-1189出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201301633
关键词
annulation; isoxazolines; phosphanes; reaction mechanisms; ylides
资金
- National Natural Science Foundation of China [21072100, 21121002, 21272119]
- Qualified Personnel Foundation of Taiyuan University of Technology [tyutrc-201357a]
A phosphane-catalyzed [4+1] annulation between nitroalkenes and Morita-Baylis-Hillman carbonates has been realized; this provides facile and diastereoselective access to polysubstituted isoxazoline N-oxides in moderate to excellent yields. In the annulation, an in situ formed allylic phosphorus ylide presumably serves as a pivotal active intermediate. This reaction accordingly represents the first example of phosphorus ylide initiated [4+1] cyclization of nitroalkenes to give isoxazoline N-oxides.
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