Spirobicyclic Diamines 1: Synthesis of Proline-derived Spirolactams via Thermal Intramolecular Ester Aminolysis

Authors

Fintan Kelleher, Technological University DublinFollow
Sinead Kelly, Technological University Dublin

Document Type

Article

Rights

Available under a Creative Commons Attribution Non-Commercial Share Alike 4.0 International Licence

Disciplines

Organic Chemistry

Publication Details

Tetrahedron Letters

Volume 47, Issue 18, 1 May 2006, Pages 3005–3008

Abstract

Proline derived [4.4]-spirolactams have been synthesised in good yields by a reductive-amination reaction followed by thermal cyclisation of the resulting amine onto the proline ester group in refluxing toluene. The synthesis of the corresponding [4.5]-spirolactams by the same method gave much reduced yields.

Recommended Citation

Kelleher, F., Kelly, S.: Spirobicyclic Diamines 1: Synthesis of Proline-derived Spirolactams via Thermal Intramolecular Ester Aminolysis. Tetrahedron Letters, vol.47 (18), 1 May 2006, p. 3005–3008.

Funder

Irish Government