Dancing on Ropes-Enantioselective Functionalization of Preformed Four-Membered Carbocycles  

作　　者：Jun Chen Qiang Zhou Huayi Fang Ping Lu 

机构地区：[1]Research Center for Molecular Recognition and Synthesis,Department of Chemistry,Fudan University,220 Handan Lu,Shanghai 200433,China [2]School of Materials Science and Engineering,Tianjin Key Lab for Rare Earth Materials and Applications,Nankai University,38 Tongyan Road,Tianjin 300350,China

出　　处：《Chinese Journal of Chemistry》2022年第11期1346-1358,I0002,共14页中国化学（英文版）

基　　金：We are grateful for the financial support from the National Natural Science Foundation of China(22071028,21772024,21921003 to P.L.;21801044,22071122 to H.F.);We thank Dr.Huize Jing for her work on illustrations of rope acrobatics.

摘　　要：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,enantioselec-tive functionalization of preformed four-membered carbocycles is emerging as an important complementary approach to access chiral cyclobutane de-rivatives with versatile structural patterns.Herein,we summarize recent advances in this field from 2012.To avoid undesired C—C bond cleavage driv-en 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.

关 键 词：Enantioselective functionalization Strained molecules Density functional calculations Strain-releasing C-H activation 

分 类 号：O62[理学—有机化学]