Complementary Stereoselectivity in Pt-Catalyzed Silaboration of Alkenes

Significance

The authors describe the stereoselective silaboration of alkenes catalyzed by platinum with phosphorus-containing ligands. Interestingly, phosphine ligands such as PCyPh₂ gave high trans selectivity (up to 92:8 trans/cis), while phosphite ligands like 1 gave high cis selectivity (up to 6:94, trans/cis). The utility of the products was shown by the oxidation of the boryl substituent to the alcohol, as well as the sp²-sp³ Suzuki-Miyaura coupling with iodobenzene. Both the boryl and silyl group could also be oxidized under Tamao-Fleming conditions.