环氧乙烷亲核开环的区域选择性规则在有机化学教学中的应用

doi:10.3866/PKU.DXHX202001004

Abstract

Abstract:

The regioselective rule in the nucleophilic ring opening reactions of unsymmetric epoxides is a general selective rule of typical aliphatic three-membered heterocycles. The regioselectivity controlling factors were discussed from the stability viewpoint of transition states in the nucleophilic ring opening reactions of unsymmetric epoxides. The applications of the regioselective rule in teaching the regioselectivities of electrophilic additions of olefins involving three-membered heterocyclic intermediates in their reaction mechanisms were introduced. The students can gain a thorough understanding of mechanisms and selectivities in different reactions and improve teaching efficiency and results.

Key words: Epoxide, Regioselectivity, Nucleophilic ring opening, Teaching, Application, Rule

Jiaxi Xu, Ning Chen. Application of the Regioselective Rule in the Nucleophilic Ring Opening of Epoxides in Organic Chemistry Teaching[J].University Chemistry, 2020, 35(7): 166-170.

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Application of the Regioselective Rule in the Nucleophilic Ring Opening of Epoxides in Organic Chemistry Teaching

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