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. Author manuscript; available in PMC: 2010 Jul 17.
Published in final edited form as: J Org Chem. 2009 Jul 17;74(14):4958–4974. doi: 10.1021/jo900659w

SCHEME 9.

SCHEME 9

Qualitative Representation of the Free Energy Profile for the Conversion of Allenyl Azide 13a into the C–C and C–N Cyclized Products 72 and 73, Respectively, in the Presence of Cu(I)•HCNa

aEnergies of ground-state structures and transition states were calculated using the B3LYP/6–311+G(d,p)//B3LYP/6–31G(d,p) methodology.