864778-05-2Relevant academic research and scientific papers
Highly enantioselective preparation of tertiary alcohols and amines by copper-mediated diastereoselective allylic SN2′ substitutions
Leuser, Helena,Perrone, Sylvie,Liron, Frederic,Kneisel, Florian F.,Knochel, Paul
, p. 4627 - 4631 (2007/10/03)
(Chemical Equation Presented) Trisubstituted allylic pentafluorobenzoates react with diorganozinc reagents in the presence of CuCN·2 LiCl to provide alkenes bearing a chiral quaternary center in α position (> 95 % ee). These alkenes are readily converted into chiral tertiary alcohols or into chiral amino alcohols by a straightforward sequence of ozonolysis followed by Curtius rearrangement (see scheme).
