960159-08-4Relevant academic research and scientific papers
Regio- and stereospecific formation of protected allylic alcohols via zirconium-mediated SN2′ substitution of allylic chlorides
Fox, Richard J.,Lalic, Gojko,Bergman, Robert G.
, p. 14144 - 14145 (2007)
A new, highly regio- and stereospecific SN2′ substitution reaction between a zirconium oxo complex and allylic chloride has been achieved. The resulting allylic alcohol or TBS-protected allylic ether products were isolated in good to excellent yields with a wide range of E-allylic chlorides. A mechanism for the SN2′ allylic substitution consistent with kinetic, stereochemical, and secondary isotope effect studies was proposed. Copyright
