135827-07-5Relevant academic research and scientific papers
Rhodium-catalyzed allylic substitution with an acyl anion equivalent: Stereospecific construction of acyclic quaternary carbon stereogenic centers
Evans, P. Andrew,Oliver, Samuel,Chae, Jungha
supporting information, p. 19314 - 19317 (2013/02/21)
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.
