Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 12, Pages 4036-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja909457b
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A highly efficient, catalytic, diastereo- and enantiosetective conjugate addition of aketoesters to nitroatkenes has been devised. The reaction was applicable to various substrates. Notably, the combination of endogenous and exogenous bases was effective, allowing a small amount of the catalyst (0.1-1 mol % Ni) to promote the reaction efficiently. The synthetic utility of this reaction was demonstrated in the synthesis of substituted pyrrolidine derivatives, whose stereochemistry is closely related to biologically important natural products such as kainic acid.
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