Back to Search
Start Over
Construction of Spirocyclopropane-Linked Heterocycles Containing Both Pyrazolones and Oxindoles through Michael/Alkylation Cascade Reactions.
- Source :
-
Journal of Organic Chemistry . 11/20/2015, Vol. 80 Issue 22, p11369-11377. 9p. - Publication Year :
- 2015
-
Abstract
- An effective diastereoselective Michael/alkylation cascade reaction of arylidenepyrazolones with 3-chlorooxindoles catalyzed by DIPEA was developed. A variety of highly functionalized spiro-pyrazolone-cyclopropane-oxindoles were obtained in excellent yields (up to 99%) with good to excellent diastereoselectivities (up to >25:1 dr). Moreover, the squaramide-catalyzed asymmetric reactions of arylidenepyrazolones with 3-chlorooxindoles afforded the corresponding chiral spirocyclic heterocycles in excellent yields (up to 99%) with moderate diastereoselectivities (up to 87:13 dr) and moderate to high enantioselectivities (up to 74% ee). [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 80
- Issue :
- 22
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 111213870
- Full Text :
- https://doi.org/10.1021/acs.joc.5b01940