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.
Organic Chemistry, KTH Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden.
Jan
J
Blid
Olaf
O
Panknin
Peter
P
Somfai