立体中心
化学
烯丙基重排
立体专一性
酮
铑
立体化学
取代反应
筑地反应
催化作用
药物化学
对映选择合成
有机化学
作者
P. Andrew Evans,Samuel J. Oliver,Jungha Chae
摘要
A highly regio- and stereospecific rhodium-catalyzed allylic alkylation of tertiary allylic alcohol derivatives with a cyanohydrin pronucleophile is described. This direct and operationally simple protocol provides a fundamentally novel approach toward the synthesis of α-quaternary substituted ketones and circumvents many of the inherent problems associated with conventional enolate alkylation reactions. The stereospecific variant of this reaction provides the enantiomerically enriched α-quaternary substituted allylic aryl ketone, which is a particularly challenging intermediate for more conventional enolate-based strategies.
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