Types of Reaction for Samarium Fluoride SmF3
The difference between the reaction of Samarium Fluoride SmF3 is that the active halogenation reaction and the saddle compound are in the same reaction system. This enables halogenation and intramolecular reductive addition of aryl groups and can be used in cyclization reactions. Matsuda succeeded in obtaining the eight-membered ring skeleton of vinyl alcohol by halogenating allyl groups with the Barbir reaction of the sole.
In the presence of HMPA, Samarium Fluoride SmF3 is used, so it does not need to be satisfactory. Barbier reactions also occur between molecules. Molander successfully obtained the eight-membered ring backbone of variecolin by twice Samarium Fluoride SmF3. Since then, it is not difficult to find that transition metal salts and light can be combined to activate SML. Reformatsky reaction to Mukaiyama mediated by smlz.
The most difficult 8-membered ring "2" in the paclitaxel backbone was synthesized by the Samarium Fluoride SmF3 reaction. The precursors were successfully prepared by a five-step reaction. In the first step, the enol is silylated, followed by substitution of the RYLα site, followed by saddle α methylation. The presence of HMPA inhibits the nucleophilicity of the oxygen atom in the enol and selectively removes the TBS protection of the chain segment in the hydrochloric acid. Finally, compound 9 was obtained by swan oxidation.