University Chemistry ›› 2025, Vol. 40 ›› Issue (8): 192-201.doi: 10.12461/PKU.DXHX202410046

Special Issue:

• Survey of Chemistry • Previous Articles     Next Articles

The Stereoselectivity of the Wittig Reactions

Zhi Chai1, Huashan Huang1, Xukai Shi2, Yujing Lan1, Zhentao Yuan1, Hong Yan1   

  1. 1 College of Chemistry, Fuzhou University, Fuzhou 350108, China;
    2 Zijin School of Geology and Mining, Fuzhou University, Fuzhou 350108, China
  • Received:2024-10-15 Accepted:2025-01-06 Published:2025-07-19
  • Contact: Hong Yan E-mail:hongyan@fzu.edu.cn

Abstract: The Wittig reaction is a well-established method for synthesizing olefins. However, undergraduate organic chemistry textbooks often provide only a cursory overview of the mechanisms and stereoselectivities associated with these reactions. This article aims to enhance the existing literature by introducing several proposed mechanisms of the Wittig reaction and their corresponding explanations for stereoselectivity. It is our hope that this discussion will aid students in understanding the mechanisms and stereoselective outcomes of the Wittig reaction, thereby reinforcing their foundational knowledge of organic chemistry.

Key words: Wittig reaction, Phosphorus ylide, Reaction mechanism, Stereoselectivity