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Light-Initiated Four-Step Domino-Multicomponent Synthesis of Functionalized Alkylidenecyclobutanes
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-12 , DOI: 10.1021/acs.orglett.4c03741 Xiaodan Yu, Arthur Desvals, Zong Chang, Vincent Orève, David J. Aitken, Thomas Boddaert
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-12 , DOI: 10.1021/acs.orglett.4c03741 Xiaodan Yu, Arthur Desvals, Zong Chang, Vincent Orève, David J. Aitken, Thomas Boddaert
A four-step domino-multicomponent reaction (domino-MCR) is described for the synthesis of functionalized E-alkylidenecyclobutanes from 4-hydroxy-2-methylcyclopent-2-enone derivatives and three other simple reagents. The domino-MCR is accomplished in a single protocol, comprising a tandem photochemical [2 + 2]-cycloaddition/Norrish-I/γ-H transfer reaction followed by an acetal protection and an allylic substitution reaction. In parallel, a consecutive process has been established with distinct photochemical and nonradiative sequences. An intramolecular version of these reactions provides access to complex fused-bicyclic alkylidenecyclobutanes.
中文翻译:
光引发四步多米诺多组分合成官能化烷基环丁烷
描述了一种四步多米诺-多组分反应 (domino-MCR),用于从 4-羟基-2-甲基环戊-2-烯酮衍生物和其他三种简单试剂合成官能化的 E-烷基环丁烷。Domino-MCR 在单个方案中完成,包括串联光化学 [2 + 2] -环加成反应/Norrish-I/γ-H 转移反应,然后是缩醛保护和烯丙基取代反应。同时,已经建立了一个具有不同光化学和非辐射序列的连续过程。这些反应的分子内版本提供了对复合稠合双环烷基环丁烷的访问。
更新日期:2024-11-13
中文翻译:
光引发四步多米诺多组分合成官能化烷基环丁烷
描述了一种四步多米诺-多组分反应 (domino-MCR),用于从 4-羟基-2-甲基环戊-2-烯酮衍生物和其他三种简单试剂合成官能化的 E-烷基环丁烷。Domino-MCR 在单个方案中完成,包括串联光化学 [2 + 2] -环加成反应/Norrish-I/γ-H 转移反应,然后是缩醛保护和烯丙基取代反应。同时,已经建立了一个具有不同光化学和非辐射序列的连续过程。这些反应的分子内版本提供了对复合稠合双环烷基环丁烷的访问。