College of Chemistry and Molecular Sciences, Wuhan University, 430072, PR China.
Chemistry. 2012 Jun 25;18(26):8042-6. doi: 10.1002/chem.201103876. Epub 2012 Jun 4.
Pyrrole into one: The catalytic asymmetric 1,3-dipolar cycloaddition of cyclic aldimino esters has been accomplished for the first time, enabling facile access to spiro(butyrolactonepyrrolidines) containing one spiro quaternary center and three tertiary stereogenic centers (see scheme). The catalytic system performs well with a broad range of substrates, furnishing synthetically useful adducts in high yields, with excellent diastereo- and enantioselectivities under mild conditions.
首次实现了环状亚胺酯的催化不对称 1,3-偶极环加成反应，为含有一个螺季碳中心和三个三级手性中心的螺（丁酸内酯-吡咯烷）提供了简便的合成方法（见方案）。该催化体系具有广泛的底物适用性，在温和条件下以高产率、优异的非对映选择性和对映选择性提供了具有合成价值的加成产物。
