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Efficient Asymmetric Synthesis of 4H-Chromene Derivatives through a Tandem Michael Addition-Cyclization Reaction Catalyzed by a Salen-Cobalt(II) Complex
- Source :
- European Journal of Organic Chemistry. 2011:137-142
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates. Moderate to good yields (up to 81 %) and high enantioselectivities (up to 89 % ee) were obtained with a chiral salen-cobalt(II) complex. This process was air tolerant and easily performed, which provides an efficient method for the synthesis of chiral 4H-chromene derivatives.
- Subjects :
- chemistry.chemical_classification
Addition reaction
Ketone
Nitrile
Chemistry
Organic Chemistry
Enantioselective synthesis
Combinatorial chemistry
Chemical synthesis
chemistry.chemical_compound
Cascade reaction
Michael reaction
Organic chemistry
Physical and Theoretical Chemistry
Enantiomeric excess
Subjects
Details
- ISSN :
- 1434193X
- Volume :
- 2011
- Database :
- OpenAIRE
- Journal :
- European Journal of Organic Chemistry
- Accession number :
- edsair.doi...........bfd1dc50efc22a33f9b978d40e59ff50
- Full Text :
- https://doi.org/10.1002/ejoc.201001151