Angewandte Chemie - International Edition p. 4627 - 4631 (2005)
Update date:2022-08-03
Topics:
Leuser, Helena
Perrone, Sylvie
Liron, Frederic
Kneisel, Florian F.
Knochel, Paul
(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).
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(2005)
