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Organocatalytic Asymmetric Vinylogous Michael Addition of Dicyanoolefins to Imine Intermediates Generated in situ from Arenesulfonylalkylindoles.
- Source :
-
Advanced Synthesis & Catalysis . Nov2012, Vol. 354 Issue 16, p2965-2970. 6p. - Publication Year :
- 2012
-
Abstract
- An organocatalytic asymmetric vinylogous Michael addition of dicyanoolefins to vinylogous imine intermediates generated in situ from arenesulfonylalkylindoles has been developed. This protocol provides an easy and convenient approach to C-3 alkyl-substituted indole derivatives with high yields (up to 93%), diastereomeric ratios (up to 99:1 dr) and enantioselectivities (up to 99% ee). The resulting adducts can be also readily converted to pyrazolo derivatives or α-alkylation products of ketones without any decrease of the diastereoselectivities and enantioselectivities. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 354
- Issue :
- 16
- Database :
- Academic Search Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 83306555
- Full Text :
- https://doi.org/10.1002/adsc.201200286