Document Type
Article
Rights
Available under a Creative Commons Attribution Non-Commercial Share Alike 4.0 International Licence
Disciplines
Organic Chemistry
Abstract
The syntheses of racemic and homochiral [4.4]-spirolactams, starting from L-proline, in good yields are described. Reduction of the lactam carbonyl group of spirolactams, containing chiral substituents on the lactam nitrogen, with lithium aluminium hydride, gives a series of homochiral [4.4]-spirodiamines. The crystal structure of one of these spirodiamines on complexation with zinc chloride was obtained. Interestingly it showed a hydrogen-bonded dimeric structure, where the monomers are diastereoisomeric diamines.
Recommended Citation
Kelleher, F., Kelly, S,. McKee, V., : Spirobicyclic Diamines. Part 3: Synthesis and Metal Complexation of Proline-Derived [4,4]-Spirodiamines. Tetrahedron, Vol. 63 (37) 10th Septemner, 2007, pp. 9235-9242, DOI : 10.1016/j.tet. 2007.06.050
Funder
Irish Government
Publication Details
Tetrahedron, Vol. 63, Issue 37, 10 September, 2007, pp. 9235-9242