Triflates reactions with organometallics

Aryl triflates are prepared from phenols at 0 °C using pyridine as solvent. Sometimes it is useful to conduct the reaction in CH2CI2 at —77 °C, as in the preparation of 3,5-di-r-butyl-4-hydroxyphenyl triflate (eq 5). Aryl triflates are synthetically transformed into several products of interest and applications in organic chemistry, by cross-coupling reactions with organometallics (eqs 5 and 6). ... 

As well as alkenylstannanes [106-108], other classes such as a-heteroatom-substituted alkyltributylstannanes [109] and, more importantly, allylic stannanes [110, 111] also undergo these Sn-Cu transmetalations. Otherwise difficult to prepare, allylic copper reagents may, however, be obtained by treatment of allylic stannanes (produced in turn from organolithium, magnesium, or zinc organometallics) with Me2CuLi LiCN. They enter into cross-coupling reactions with alkyl bromides [110] or vinyl triflates (Scheme 2.52) [111]. 

Lanthanide triflates, for allylic tin reactions, 9, 354 Laser beam heating, in metal vapor synthesis, 1, 224 Laser methods, in mechanistic studies, 1, 248 Laser photochemical vapor deposition, with organometallic complexes, 1, 259... 

---