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Synthesis 2007(19): 3017-3020
DOI: 10.1055/s-2007-983897
DOI: 10.1055/s-2007-983897
PAPER
© Georg Thieme Verlag Stuttgart · New York
Acidic Alumina as a Useful Heterogeneous Catalyst in the Michael Reaction of β-Dicarbonyl Derivatives with Conjugated Nitroalkenes
Further Information
Received
27 June 2007
Publication Date:
11 September 2007 (online)
Publication History
Publication Date:
11 September 2007 (online)
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Abstract
Addition of a variety of 1,3-dicarbonyl derivatives to conjugated nitroalkenes was efficiently performed under heterogeneous catalysis by acidic alumina in the presence of a minimum amount of solvent (Et2O, 0.5 mL/mmol). The procedure allows satisfactory to good yields of a diastereomeric mixture (˜1:1) of polyfunctionalized adducts. Moreover, work-up can be avoided since the reaction mixture can be directly charged into a chromatographic column for immediate purification.
Key words
acidic alumina - conjugated nitroalkenes - Michael reaction - heterogeneous catalysis - eco-friendly synthesis
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