Cardona Francesca, Lalli Daniela, Faggi Cristina, Goti Andrea, Brandi Alberto
Department of Organic Chemistry U. Schiff, Polo Scientifico e Tecnologico, University of Florence, Italy, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy.
J Org Chem. 2008 Mar 7;73(5):1999-2002. doi: 10.1021/jo702403b. Epub 2008 Jan 26.
Cycloadditions of chiral pyrroline N-oxides to levoglucosenone (1) and isolevoglucosenone (2) proceed with a high level of double asymmetric induction. Partial kinetic resolutions (KR) of both enantiomers of a racemic nitrone 3 were achieved, and a parallel kinetic resolution (PKR) experiment allowed the stereoselective divergent synthesis of two quasienantiomeric imino-C-disaccharide precursors.
手性吡咯啉氮氧化物与左旋葡聚糖酮(1)和异左旋葡聚糖酮(2)的环加成反应以高水平的双重不对称诱导进行。实现了外消旋硝酮3的两种对映体的部分动力学拆分(KR),并且平行动力学拆分(PKR)实验实现了两种准对映体亚氨基-C-二糖前体的立体选择性发散合成。