基于配位辅助的烯烃催化不对称炔氢化

doi:10.6023/cjoc202002017

摘要/Abstract

烯烃的不对称氢官能团化是一个重要的研究方向.从简单的烯烃原料出发，通过该方法可以高效构建手性分子.多取代烯烃的不对称氢官能团化仍然是一个挑战.一方面，烯烃有两个反应位点，反应的区域选择性需要进行有效的控制.另一方面，如果反应生成了多个手性中心，则涉及到非对映选择性的控制.此外，还需要控制反应的对映选择性.因此，此类研究的关键在于如何发展有效的催化体系，以同时实现区域选择性、非对映选择性及对映选择性的高效控制.针对这一问题，我们采用配位辅助策略，利用底物中的配位基团及烯烃与金属中心形成双位点配位模式，从而有效控制烯烃转化的区域选择性及立体选择性.以烯烃不对称炔氢化作为模型转化，以研究多取代烯烃催化不对称转化中的选择性控制.

关键词: 烯烃转化, 不对称催化, 选择性, 配位辅助, 过渡金属催化

Catalytic asymmetric hydrofunctionalization of alkene is an important research field, which enables efficient construction of chiral molecules from readily available starting materials. Asymmetric hydrofunctionalization of multiple substituted alkenes represents a significant challenge to organic chemists because this process involves the simutaneous control of regio-, diastereo-, and enantio-selectivities. The key to solve this challenge is to identify novel catalyst systems to exert powerful regio- and stereo-control. Recently, by taking advantage of substrate-directed strategy, we have developed a number of alkene functionalization methods with excellent regio-, diastereo-, and enantio-selectivities. In particular, we focus on catalytic asymmetric hydroalkynylation of alkenes as a model transformation to analyze the factors that control the selectivity.

Key words: alkene functionalization, asymmetric catalysis, selectivity, substrate-directed strategy, transition metal catalysis

引用此文

张雯雯, 王紫璇, 白小燕, 李必杰. 基于配位辅助的烯烃催化不对称炔氢化[J]. 有机化学, 2020, 40(5): 1087-1095.

Zhang Wenwen, Wang Zixuan, Bai Xiaoyan, Li Bijie. Substrate-Directed Catalytic Asymmetric Hydroalkynylation of Alkenes[J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1087-1095.

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