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Citation: SHEN Zong-Xuan, LI Ming, XING Li-Dong, ZHANG Ya-Wen. Hydrolytic Kinetic Resolution of Several Racemic Epoxides[J]. Chinese Journal of Applied Chemistry, ;2003, 20(2): 144-148. shu

Hydrolytic Kinetic Resolution of Several Racemic Epoxides

1.
Department of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006

Corresponding author: ZHANG Ya-Wen,
Received Date: 23 May 2002
Available Online: 5 August 2002
Fund Project: 江苏省自然科学基金(BK97142) (BK97142)江苏省教委自然科学基金(JW970060)资助项目 (JW970060)

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)₂·4H₂O. 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.
- racemic epoxide,
- kinetic resolution,
- hydrolysis
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