Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 19, Pages 7494-7497Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0613838
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A convenient and novel one- pot organocatalytic methodology for the stereoselective synthesis of highly functionalized nitrocyclopropanes is reported. The addition of dimethyl chloromalonate to a variety of nitroolefins catalyzed by tertiary amines leads to a Michael adduct which cyclizes to form the cyclopropane in the presence of DBU under carefully controlled reaction conditions with outstanding diastereoselectivity.
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