Tetrahedron p. 5121 - 5134 (1984)
Update date:2022-08-05
Topics:
Fichou, D.
Tonnard, F.
Toupet, L.
Carrie, R.
The addition of several 1,3-dipoles, viz. diazoalkanes, parachloro-benzonitrile oxide and azomethine ylides, to 2,3:6,7-dibenzo-heptafulvenes, occurs exclusively at the endocyclic double bond, leading respectively to pyrazolines, isoxazolines and pyrrolidines.This regiospecificity is due to steric factors which are conveniently discussed using Sustmann's variation perturbation theory.
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