几种外消旋环氧化合物的水解动力学拆分

Hydrolytic Kinetic Resolution of Several Racemic Epoxides

2 羟基 3 叔丁基 5 甲基苯甲醛 (5 )与 (S ,S) 1 ,2 二苯基乙二胺 ((S,S) 1 1 )缩合 ,得手性Salen 1 2 ,再与Co(OAc) 2 ·4H2 O反应得钴络合物 1 3 ,后者经氧化制得Salen型手性催化剂 (S ,S) 2。几种外消旋环氧化合物用 (S ,S) 2催化水解进行动力学拆分 ,同时得到光学活性环氧化合物和二醇 ,对映体过量最高达 61 6%。

Condesation of 2-hydroxy-3-tert-butyl-5-methylbezaldehyde with (S,S)-1,2-diphenyl diaminoethane afforded the chiral salen 12, which gave the cobalt complex 13 on reacting with Co(OAc) 2·4H 2O. The complex 13 was then oxidized to give the chiral catalyst (S,S)-2. Several racemic epoxides were resolved by enantioselective hydrolysis in the presence of (S,S)-2 catalyst, giving optical active epoxides and diols with the e.e. up to 61.6%. Effects of the catalyst structure on its activity and selectivity were discussed based on the optimized conformation of the catalyst obtained using the method of molecular mechanics.