Catalytic Enantioselective Allylic C–F Bond Functionalization

Abstract

Minyan Wang was born in Henan province, People's Republic of China. She obtained her B.S. degree in applied chemistry from Huazhong University of Science and Technology in 2009. Then, she moved to Zhejiang University and finished her Ph.D. in organic chemistry with Prof. Shengming Ma. In 2014, she joined the group of Prof. Lukas Gooßen at TU Kaiserslautern (Germany) as a postdoctoral fellow. She joined Nanjing University at the end of 2016 and was promoted to associate professor in 2019. Her research interests include asymmetric synthetic chemistry and computational chemistry. Zhuangzhi Shi was born in Jiangsu province, People's Republic of China, in 1983. He received his B.S. and M.S. degrees in chemistry and organic chemistry from Yangzhou University in 2005 and 2008. Then, he moved to Peking University and completed his Ph.D. in medicinal chemistry with Prof. Ning Jiao. In 2011, he joined the group of Prof. Frank Glorius at Westfalische Wilhelms-Universitat Münster (Germany), as an Alexander von Humboldt Research Fellow. In 2014, he joined the faculty at Nanjing University as a full professor. His current research efforts are focused on synthetic methodology, including the activation of inert chemical bonds, radical chemistry, boron chemistry and asymmetric catalysis.

Efficient Decarboxylative/Defluorinative Alkylation for the Synthesis of gem‐Difluoroalkenes through an SN2’‐Type Route

“…[ 1‐3 ] It can also serve as a versatile building block in a myriad of synthetically valuable transformations. [ 4‐17 ] Thus, the development of new synthetic strategies to construct gem ‐difluoroalkene moieties has received significant attention in synthetic chemistry. [ 18‐22 ] The facile conversion of α‐trifluoromethyl alkenes to gem ‐difluoroalkenes represents a straightforward and effective strategy.…”

Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis

“…Therefore, we feel justified in again reviewing the topic with the same focus that characterized our earlier review. Although there have been several reviews on C-F bond cleavage recently, each review has its specific focus, such as C-F bond activation by phosphorus compounds [25], or by metalloenzymes [26], C-F functionalization of trifluoromethyl groups [27,28], catalytic enantioselective functionalization of allylic C-F bond [29], transition metal-catalyzed C(sp 2 )-F cleavage [30], and deconstructive modes of halodifluoromethyl reagents [31]. This review focuses on the C-F bond cleavage enabled by visible light photoredox catalysis since 2018, classified by the types of fluorosubstrates [32,33].…”

The Directing Group: A Tool for Efficient and Selective C–F Bond Activation

“…On the other hand, other C-heteroatom bond forming reactions that proceed via C–F bond activation are relatively rare. − A catalytic directed C–F bond activation strategy can truly serve as a key to efficiently activating a single C–F bond aided by chelation assistance in monofluorinated compounds (Scheme B). Many review articles summarizing various strategies for C–F bond activation have already published thus far. − In 2015, Braun reviewed the functionalization of fluorinated molecules by transition-metal-mediated C–F bond activation . However, the main focus in this review was on the C–F bond activation of polyfluorinated compounds .…”