The first regioselective alpha-deprotonation and functionalization of allenamides. An application in intramolecular Pauson-Khand-type cycloadditions.
[rection: see text] The first regioselective alpha-deprotonation and functionalization of electron-deficient allenamines are described here. The acidities of alpha- and gamma-allenic protons of these allenamides are readily differentiated using strong bases, thereby allowing regioselective substitutions at either the alpha- or gamma-allenic position. A specific synthetic application of the novel alpha-substituted allenamides in intramolecular Pauson-Khand-type cycloadditions is also described here.
Xiong
H
H
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Hsung
R P
RP
Wei
L L
LL
Berry
C R
CR
Mulder
J A
JA
Stockwell
B
B