Asymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylides.
An asymmetric Lewis acid-mediated [2,3]-sigmatropic rearrangement of allylic amines has been developed, affording the corresponding homoallylic amines in good yield and excellent enantioselectivities. The rearrangement proceeds by complexation of the chiral Lewis acid to the amine followed by deprotonation and rearrangement.
Blid
Jan
J
Organic Chemistry, KTH Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden.
Panknin
Olaf
O
Somfai
Peter
P