Synthesis of Orthogonally Protected Azalanthionines (Lanazanines) by Sequential Ring-Opening of N-Substituted Aziridine 2-Carboxylates

Authors

Keith O'Brien, Technological University DublinFollow
Keith Ó Proinsias, Technological University Dublin
Fintan Kelleher, Technological University DublinFollow

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, Vol. 54, issue 19, 2013, pp.2395-2397

http://dx.doi.org/10.1016/j.tetlet.2013.02.096,

Abstract

Orthogonally protected azalanthionines (lanazanines, 4-azadiaminopimelic acids or b-aminoalaninoalanines) have been synthesised in good yields by the ring-opening of N-protected aziridine 2-carboxylates with suitably protected diaminopropanoic acids (DAPs). The required DAPs were also synthesised by ring-opening of N-protected aziridine 2-carboxylates with para-methoxybenzylamine.

Recommended Citation

O'Brien, K., O Proinsias, K., Kelleher, F.: Synthesis of Orthogonally Protected Azalanthionines (Lanazanines) by Sequential Ring-Opening of N-Substituted Aziridine 2-Carboxylates. Tetrahedron Letters, Vol. 54, issue 19, 2013, pp.2395-2397. http://dx.doi.org/10.1016/j.tetlet.2013.02.096,

Funder

Irish Government