Morita–Baylis–Hillman (MBH)-fluorides are valuable platforms for asymmetric allylic substitution reactions. However, the preparation of MBH-fluorides requires the use of an explosive fluorinating reagent, namely (diethylamino)sulfur trifluoride (DAST). Thus, we herein report a safe, alternative method for the preparation of MBH-fluorides via the deoxyfluorination of MBH-alcohols using 1,1,2,2-tetrafluoroethyl-N,N-dimethylamine (TFEDMA). Accordingly, a variety of MBH-alcohols were smoothly converted to their corresponding MBH-fluorides in moderate to good yields without the requirement for an activator. This fluorination reaction was found to proceed via an S_N1 process involving a stable allylic cation intermediate.

Morita-Baylis-Hillman (MBH)-氟化物是不对称烯丙基取代反应的宝贵平台。然而，MBH-氟化物的制备需要使用爆炸性氟化试剂，即（二乙氨基）三氟化硫（DAST）。因此，我们在此报告了一种安全的替代方法，通过使用 1,1,2,2-四氟乙基-N , N-二甲胺 (TFEDMA)对 MBH-醇进行脱氧氟化来制备 MBH-氟化物。因此，在不需要活化剂的情况下，各种 MBH-醇以中等至良好的产率顺利转化为其相应的 MBH-氟化物。发现该氟化反应通过涉及稳定烯丙基阳离子中间体的 S _N 1 过程进行。