Abstract

An efficient approach for the stereocontrolled construction of pyrano[2,3-c]pyrazole scaffold has been developed. Under the catalysis of a bifunctional squaramide derived from (1R,2R)-1,2-diphenylethane-1,2-diamine, the asymmetric tandem Michael addition/cyclization reaction of 4-benzylidenepyrazol-5(4H)-ones and malononitrile proceeded efficiently to furnish the desired pyrano[2,3-c]pyrazoles in satisfactory yields with high levels of enantioselectivity (up to 99% ee).

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