Polycyclic Pyrazolidines by Tandem Diazomalonate Dipolar Cycloadditions and CpRu‐Catalyzed Carbene Additions
Claire Montagnon,
Joël R. Bultel,
Céline Besnard
et al.
Abstract:Thanks to the ability of diazo derivatives to react either as 1,3‐dipoles and as carbenes after dinitrogen extrusion, combinations of oxa or aza benzonorbornadienes and diazomalonates afford polycyclic pyrazolidines via a three‐step sequence of (i) a highly diastereoselective [3+2]‐cycloaddition, (ii) a CpRu‐catalyzed carbene addition, and (iii) a second dipolar cycloaddition. Of importance, step (II) represents a unique access to novel bench‐stable N,N‐cyclic azomethine imines, which behave as effective 1,3‐d… Show more
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