1035222-58-2Relevant academic research and scientific papers
Diastereoselective additions to (3S)-3-aminodehydrocaprolactams: Development of a versatile synthesis of new substituted cyclic L-lysines
Levraud, Camille,Calvet-Vitale, Sandrine,Bertho, Gildas,Dhimane, Hamid
experimental part, p. 1901 - 1909 (2009/04/04)
Easily obtained cyclic 6,7-dehydro-L-lysine was employed as starting template to generate variously substituted enantiopure 3-aminocaprolactams. syn-Dihydroxylation, hydroxymethoxylation, halomethoxylation and subsequent eliminations were performed with this starting enelactam, thus leading, in regio- and stereoselective manners, to new mono-, di- and trisubstituted 3-aminocaprolactams. Structural and mechanistic aspects of these reactions, as well as the origin of the high diastereoselectivities observed in this study are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
