RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
J Am Chem Soc. 2010 Mar 31;132(12):4036-7. doi: 10.1021/ja909457b.
A highly efficient, catalytic, diastereo- and enantioselective conjugate addition of alpha-ketoesters to nitroalkenes 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.
已设计出一种高效、催化、非对映选择性和对映选择性的α-酮酯与硝基烯烃的共轭加成反应。该反应适用于各种底物。值得注意的是，内源性和外源性碱的组合是有效的，允许少量的催化剂（0.1-1 mol%Ni）有效地促进反应。该反应的合成实用性在取代吡咯烷衍生物的合成中得到了证明，其立体化学与生物上重要的天然产物如 kainic 酸密切相关。
