Herein, we report that under mild and transition-metal-free conditions an unprecedented and practical S_N2′ reaction of Morita–Baylis–Hillman adducts with isocyanoacetates takes place in a stereo- and regiospecific manner. This reaction which tolerates a wide variety of functionalities delivers transformable α-allylated isocyanoacetates in high efficiencies. Preliminary studies on the asymmetric version of this reaction indicate that ZnEt₂/chiral amino alcohol combinations are an asymmetric catalytic system for this transformation, giving an enantioenriched α-allylated isocyanoacetate with a chiral quaternary carbon in a high yield.

中文翻译：

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MBH 加合物与异氰基乙酸酯的立体和区域特异性 SN2' 反应：在异氰基乙酸酯无过渡金属的 α-烯丙基化过程中

在此，我们报告说，在温和且无过渡金属的条件下，Morita-Baylis-Hillman 加合物与异氰基乙酸酯的前所未有且实用的 S _{N 2' 反应以立体和区域专一的方式发生。}这种具有多种功能的反应可以高效地提供可转化的 α-烯丙基化异氰基乙酸酯。对该反应的不对称形式的初步研究表明，ZnEt ₂ /手性氨基醇组合是该转化的不对称催化体系，可高产率地生成具有手性季碳的富含对映体的 α-烯丙基化异氰基乙酸酯。