Double Reduction of Cyclic Aromatic Sulfonamides:  A Novel Method for the Synthesis of 2- and 3-Aryl-Substituted Cyclic Amines

Paul Evans, Thomas McCabe, Ben S. Morgan, Sophie Reau

Organic Letters · 2004 · 70 citations · 13 references

Concepts

Abstract

The facile double reduction of bicyclic aromatic sulfonamides was used to synthesize a variety of 2- and 3-aryl-substituted pyrrolidines and 2-phenylpiperidine. The method features a combined nitrogen protection and a traceless tether for the transposition of the aromatic moiety from nitrogen to carbon.

References

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