Concise Construction of Novel Bridged Bicyclic Lactams by Sequenced Ugi/RCM/Heck Reactions

T.P. Ribelin, Andrew S. Judd, Irini Akritopoulou‐Zanze, Rodger F. Henry, Jeffrey L. Cross, David N. Whittern, Stevan W. Djurić

Organic Letters · 2007 · 104 citations · 12 references

Concepts

Abstract

Herein we report a concise protocol for the diastereoselective synthesis of novel bridged bicyclic lactams from commercially available components by the sequence of Ugi, ring-closing metathesis (RCM), and Heck reactions. X-ray diffraction studies revealed that the bicyclic products contain varying degrees of pyramidalization of the bridgehead nitrogen atom.

References

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