Dancing on Ropes-Enantioselective Functionalization of Preformed Four-Membered Carbocycles
作者机构:Research Center for Molecular Recognition and SynthesisDepartment of ChemistryFudan University220 Handan LuShanghai 200433China School of Materials Science and EngineeringTianjin Key Lab for Rare Earth Materials and ApplicationsNankai University38 Tongyan RoadTianjin 300350China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2022年第40卷第11期
页 面:1346-1358,I0002页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
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
主 题:Enantioselective functionalization Strained molecules Density functional calculations Strain-releasing C-H activation
摘 要:Cyclobutane derivatives have been recognized as useful structural motifs in organic synthesis and drug *** the revival of photochemistry,the enantioselective synthesis of cyclobutane derivatives using[2+2]-cycloadditions has garnered numerous *** 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 ***,we summarize recent advances in this field from *** 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 *** 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.