Four bis(tetrahydroisoquinoline) N,N′-dioxides were used as catalysts for the epoxide ring opening with tetrachlorosilane under various conditions. A strong solvent effect on asymmetric induction was observed for each of the used catalysts. The highest achieved asymmetric induction for the opening of meso-stilbene oxide was 69% ee. Regarding the cycloalkene oxides, 56% ee was obtained in the reaction with cyclooctene oxide.
四种双(四氢异喹啉)N,N′-二氧化物被用作催化剂,用于在不同条件下与四氯硅烷开环环氧化物。观察到溶剂对对称诱导的影响。对于开环meso-苯乙烯环氧化物,最高达到的对称诱导率为69% ee。对于环烯氧化物,反应与环辛烯氧化物得到了56% ee。