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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

Authors :
Zhenhua Dong
Xiaohua Liu
Min Wang
Xiaoming Feng
Lili Lin
Juhua Feng
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.

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