2022/02/12 by Jun Chen, Qiang Zhou, Huayi Fang +1
Chemistry · #Asymmetric Hydrogenation and Catalysis #Asymmetric Synthesis and Catalysis #Cyclopropane Reaction Mechanisms
paper · doi:10.1002/cjoc.202100879
openalex publication_date 2022/02/12 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/30
Comprehensive Summary Cyclobutane derivatives have been recognized as useful structural motifs in organic synthesis and drug design. With the revival of photochemistry, the enantioselective synthesis of cyclobutane derivatives using [2 + 2]‐cycloadditions has garnered numerous attentions. On the other hand, enantioselective functionalization of preformed four‐membered carbocycles is emerging as an important complementary approach to access chiral cyclobutane derivatives with versatile structural patterns. Herein, we summarize recent advances in this field from 2012. To avoid undesired C—C bond cleavage driven by strain‐releasing, it is crucial to choose compatible methods for enantioselective functionalization and meanwhile preserving intact four‐membered ring skeleton. Guided by calculated hydrogenation enthalpies, which are used to evaluate the strain energy of indicated C—C bond, a clear picture of the developed methodologies on functionalization of four‐membered carbocycles combining the strain energy and enhanced reactivity is presented.