Brinner Kristin M, Ellman Jonathan A
Center for New Directions in Organic Synthesis, Chemistry Department, University of California, Berkeley, CA 94720, USA.
Org Biomol Chem. 2005 Jun 7;3(11):2109-13. doi: 10.1039/b502080h. Epub 2005 May 4.
A new method for the asymmetric synthesis of 2-substituted pyrrolidines in three steps from commercially available starting materials is described. Addition of the Grignard reagent prepared from 2-(2-bromoethyl)-1,3-dioxane to N-tert-butanesulfinyl aldimines proceeds in high yields and with good diastereoselectivities. The sulfinamide products are then cleanly converted into pyrrolidines in one step.
本文描述了一种从市售起始原料分三步不对称合成2-取代吡咯烷的新方法。由2-(2-溴乙基)-1,3-二氧六环制备的格氏试剂与N-叔丁基亚磺酰醛亚胺加成反应产率高，非对映选择性良好。然后，亚磺酰胺产物可一步直接转化为吡咯烷。
