College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, China.
Org Lett. 2013 Jul 5;15(13):3448-51. doi: 10.1021/ol4015305. Epub 2013 Jun 17.
A highly efficient organocatalytic asymmetric SMA reaction of hexafluoroisopropyl α,β-unsaturated esters has been developed. Introducing electron-withdrawing hexafluoroisopropyl ester is crucial to enhancing the electrophilicity of unsaturated esters as SMA acceptors. The catalytic system performs well over a broad scope of α,β-unsaturated esters and diversified thiols and provides facile access to (R)-thiazesim in a one-pot protocol.
已开发出一种高效的手性有机催化不对称 SMA 反应,用于六氟异丙基α,β-不饱和酯。引入吸电子的六氟异丙基酯对于增强不饱和酯作为 SMA 受体的亲电性至关重要。该催化体系在广泛的α,β-不饱和酯和各种硫醇的范围内表现良好,并提供了一种在一锅法中方便地合成(R)-噻唑啉的方法。