The first stereoselective Ficini-Claisen rearrangement using chiral ynamides.
The first asymmetric Ficini-Claisen rearrangement using chiral ynamides is described. At relatively low temperatures, the Ficini-Claisen rearrangement can be efficiently promoted by p-nitrobenzenesulfonic acid leading to high diastereoselectivity for a range of different allylic alcohols and chiral ynamides. [reaction: see text]
Mulder
Jason A
JA
Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA.
Hsung
Richard P
RP
Frederick
Michael O
MO
Tracey
Michael R
MR
Zificsak
Craig A
CA