Gallium-lithium-BINOL complex

The formation of P-bromohydrins and p thioalcohols from epoxides has also been reported. For example, Shibasaki has shown that the heterobimetalhc gallium lithium BINOL complex (12.138) is a good catalyst for nucleophilic ringopening of epoxides, including the use of thiols. Cyclohexene epoxide (12.116) is converted into the sulfide (12.141) with very good enantioselectivity. Indium complexes of bipyridine (12.126) are very active catalysts in the thiolysis of meso-epoxides providing between 92 and 96% ee in the reaction of ds-stilbene oxides with a range of aromatic and aliphatic sulfides. ... 

---