期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 20, 期 20, 页码 5899-5904出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201402002
关键词
domino reactions; Michael reaction; organocatalysis; Povarov reaction; spirooctahydroacridine-3; 3-oxindoles
资金
- National Basic Research Program of China (973 Program) [National Basic Research Program of China (973 Program: 2010CB833300]
- State Key Laboratory of Elemento-Organic Chemistry
An asymmetric organocatalytic one-pot strategy for the construction of spirooctahydroacridine-3,3-oxindole scaffolds has been successfully developed by means of a domino Michael/Povarov reaction sequence. The one-pot protocol affords the chiral spirocyclohexaneoxindoles bearing an octahydroacridine motif with five stereocenters in good to high yields (up to 89% yield) with excellent to perfect diastereoselectivities (up to >20:1d.r.) and enantioselectivities (up to >99%ee). This highly efficient one-pot domino procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities.
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