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]-cyc...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.展开更多
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.
文摘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.
