Wu Wen-Biao, Mu Bo-Shuai, Yu Jin-Sheng, Zhou Jian
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University Shanghai 200062 China
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University Haikou 571158 China.
Chem Sci. 2022 Feb 24;13(12):3519-3525. doi: 10.1039/d2sc00147k. eCollection 2022 Mar 24.
A bifunctional silyl reagent Me(CH[double bond, length as m-dash]CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.
一种双功能硅试剂Me(CH[双键，长度为中划线]CH)SiCN已被开发为用于狄尔斯-阿尔德（DA）反应的新型乙烯等价物。使用该试剂能够通过基于维蒂希反应/氰基硅烷化反应/DA反应/-氰基硅烷化反应/异构化反应序列（其中涉及一个临时硅连接的分子内DA反应）的五步或六步串联反应，可控地合成增值环己烯基酮或2-酰基环己烷腈衍生物。
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