Si Xiao-Ju, Wang Tian-Ci, Loh Teck-Peng, Lu Ming-Zhu
College of Advanced Interdisciplinary Science and Technology, Henan University of Technology Zhengzhou 450001 China
School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University Singapore 637371 Singapore.
Chem Sci. 2025 Mar 10;16(14):5836-5848. doi: 10.1039/d5sc00623f. eCollection 2025 Apr 2.
Alkenes and their derivatives are widespread in numerous bioactive natural products and pharmaceutically relevant molecules. They are also synthetically versatile building blocks that have found broad applications in a plethora of organic transformations. The asymmetric alkenyl C(sp)-H functionalization of readily available olefinic feedstocks allows the practical and straightforward synthesis of structurally diverse chiral compounds. As such, an ever-increasing number of robust and versatile strategies have been established to selectively functionalize the olefinic C(sp)-H bonds in recent years. The current review provides a concise overview of these impressive achievements in the realm of asymmetric alkenyl C-H functionalization reactions, with a particular emphasis on substrate scopes, limitations, mechanistic studies, as well as their applications in the precise synthesis of diversely functionalized chiral molecules. Challenges and future opportunities regarding this area of research are also discussed. Through this review, we aim to inspire continuous efforts toward further development of more practical and broadly applicable strategies to advance this burgeoning field.
烯烃及其衍生物广泛存在于众多具有生物活性的天然产物和与药物相关的分子中。它们也是具有合成多功能性的结构单元，在大量有机转化中有着广泛应用。对易得烯烃原料进行不对称烯基C(sp)-H官能团化，能够实际且直接地合成结构多样的手性化合物。因此，近年来已建立了越来越多强大且通用的策略来选择性地官能团化烯烃的C(sp)-H键。本综述简要概述了不对称烯基C-H官能团化反应领域的这些令人瞩目的成就，特别强调了底物范围、局限性、机理研究以及它们在精确合成各种官能团化手性分子中的应用。还讨论了该研究领域面临的挑战和未来机遇。通过本综述，我们旨在激励大家持续努力，进一步开发更实用、更具广泛适用性的策略，以推动这一新兴领域的发展。
