Diethyl (cyanofluoromethyl)phosphonate: Application in catalytic enantioselective Michael additions

作者:Jaszay Zsuzsa; Todor Istvan; Bako Peter; Petnehazy Imre; Toke Laszlo
来源:Phosphorus, Sulfur, and Silicon and the Related Elements, 2017, 192(6): 659-664.
DOI:10.1080/10426507.2017.1311334

摘要

Three types of chiral catalysts: a chincona-based squaramide, TADDOL and a group of sugar-based crown ethers were applied to the asymmetric Michael addition of diethyl (cyanofluoromethyl)phosphonate to diverse Michael acceptors. Two of the crown ether catalysts resulted in high yields and enantioselectivities with trans--nitostyrene as in case of the chincona-based squaramide catalyst the yield was low with high enantioselectivity. TADDOL proved to be active, but less selective in the Michael addition.

  • 出版日期2017