Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst

作者：Mesas Sanchez Laura; Diaz Alvarez Alba E; Diner Peter^*

来源：Tetrahedron, 2013, 69(2): 753-757.

DOI：10.1016/j.tet.2012.10.077

• Non-enzymatic kinetic resolution
• 1,2-Azidoalcohols
• Planar-chiral DMAP derivative catalyst
• Ferrocenyl catalyst

Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterparts has been developed, employing a planar-chiral DMAP derivative catalyst. Following this procedure, a range of aromatic 1,2-azidoalcohols was obtained in good selectivities (up to S=45) and high enantiomeric excess (up to 99% ee).

• 出版日期2013-1-14