Ring-Rearrangement Metathesis of Substituted 2-Aminonorbornenes

Abstract

In this report we describe the ring-rearrangement metathesis of 2-aminonorbornene derivatives. An efficient rutheniumcatalysed metathesis reaction occurs with a wide range of pendent alkenes and alkynes to generate bicyclic amines and amides.

Diversity‐Oriented Approach to Carbocycles and Heterocycles through Ring‐Rearrangement Metathesis, Fischer Indole Cyclization, and Diels–Alder Reaction as Key Steps

“…Some of these scaffolds are not easily reached by conventional retrosynthetic strategies. [15] Although different polycycles have been prepared from strained norbornene derivatives through tandem metathesis strategies, [16] our methodology is unique in the sense that diverse fused polycycles such as carbocycles, oxacycles, and azacycles [17] have been generated by using a common strategy employing readily available and inexpensive starting materials prepared from dicyclopentadiene in a few steps. [14] In this context, we conceived three tandem metathesis-based approaches to polycycles from readily available starting materials such as dicyclopentadiene.…”