Through-Bond/Through-Space Anion Relay Chemistry Exploiting Vinylepoxides as Bifunctional Linchpins
作者:Ming Z. Chen、Osvaldo Gutierrez、Amos B. Smith
DOI:10.1002/anie.201309270
日期:2014.1.27
The development of new bifunctional linchpins that permit the union of diverse building blocks is essential for the synthetic utility of anion relay chemistry (ARC). The design, synthesis, and validation of three vinylepoxide linchpins for through‐bond/through‐space ARC are now reported. For negative charge migration, this class of bifunctional linchpins employs initial through‐bond ARC by an SN2′
开发允许多种结构单元结合的新型双功能关键对于阴离子中继化学(ARC)的合成应用至关重要。现在报告了用于贯通键合/贯通空间 ARC 的三种乙烯基环氧化物关键的设计、合成和验证。对于负电荷迁移,此类双功能关键通过 S N 2' 反应采用初始贯穿键 ARC,然后利用 1,4-Brook 重排进行贯穿空间 ARC。反式二取代乙烯基环氧化物关键产生E / Z异构体的混合物,而顺式二取代和反式三取代乙烯基环氧化物关键则继续产生具有优异E选择性的三组分加合物。