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Paternò-Büchi(P-B)反应,即羰基-烯的[2+2]光环化加成反应,利用其特殊的区域及立体选择性可以合成一些结构精巧的取代氧杂环丁烷。随着P-B反应在有机合成中越来越广泛的应用,人们对P-B反应的区域选择性的研究也越来越深入。在P-B反应发现之初,人们一直用“最稳定的双自由基规则”解释其区域选择性,这一规则对有些体系却不适用,近年来有人开始运用“自旋化学”理论来解释区域选择性。本论文结合作者的研究工作,评述了近年来P-B反应的区域选择性的研究进展,重点阐述了反应温度、反应物的取代基对P-B反应区域选择性的影响及其规律。
Paternò-Büchi (P-B) reaction, that is, [2 + 2] photocyclisation of carbonyl-alkenes. Using their specific stereoselectivity and stereospecificity, some novel substituted oxetanes can be synthesized. With the P-B reaction more and more widely used in organic synthesis, the research on the regioselectivities of P-B reactions has become more and more in-depth. At the beginning of PB reaction, people always explained their regioselectivity by the “most stable rule of diradical”. This rule is not suitable for some systems. In recent years, some people started to use “spin chemistry” theory to explain the choice of region Sex. In this dissertation, the authors reviewed the research progress of P-B reaction regioselectivities in recent years. The reaction temperature and the influence of substituent groups on P-B selectivity were discussed.