### 取代环己酮还原立体选择性的过渡态理论解释

• 收稿日期:2021-06-03 录用日期:2021-09-23 发布日期:2021-10-13
• 通讯作者: 孟祥福 E-mail:xfmeng@cnu.edu.cn
• 作者简介:孟祥福, Email: xfmeng@cnu.edu.cn
• 基金资助:
首都师范大学教改立项-班主任育人工作研究2021

### Explanation of the Transition State Theory of the Stereoselectivity of the Reduction of Substituted Cyclohexanone

Jia Li, Xiao Hu, Jianchun Wang, Kaige Yu, Shining Geng, Xiangfu Meng()

• Received:2021-06-03 Accepted:2021-09-23 Published:2021-10-13
• Contact: Xiangfu Meng E-mail:xfmeng@cnu.edu.cn

Abstract:

It is inaccurate to only predict the kinetic conditions of the reducing reagent and the thermodynamic stability of the resulting product during a reduction reaction. Other factors in the reaction need to be considered. Transition state theory can be used to comprehensively and accurately predict the stereoselectivity of the products formed during the reduction of substituted cyclohexanones. On the one hand, when the reducing agent attacks the carbonyl group to form a transition state, the steric hindrance and electronic effects determine the stereoselectivity of the reaction. On the other hand, the predominant conformation of the reactant, i.e., the torsional strain when the transition state is formed and the deflection angle relative to the standard cross conformation, cannot be ignored in regard to the stereoselectivity of the product. This article discusses the steric hindrance, electronic effects, and conformation during the formation of the transition state, and explains the stereoselectivity of the reduction products formed during the reduction of substituted cyclohexanones.

MSC2000:

• G64