195308-44-2Relevant academic research and scientific papers
Intramolecular Ene Reactions. Stereo- And Enantioselective Synthesis of Spirolactams through Thermolysis of Enamino Carboxamides
Cossy, Janine,Bouzide, Abdelrrahim,Pfau, Michel
, p. 7106 - 7113 (1997)
A new and facile access to spirolactams based on the thermal rearrangement of tertiary and secondary enamino carboxamides has been developed. The enamine group of an enamino carboxamide, in which no electron-withdrawing group is present in the enophile, c
Metallic salt promoted radical cyclization of β-keto carboxamides and their corresponding β-enamino carboxamides
Cossy,Bouzide,Leblanc
, p. 7257 - 7265 (2007/10/03)
Substituted lactams and spirolactams were obtained by Mn(III)-induced radical cyclization of unsaturated β-keto carboxamides. Treatment of the corresponding tertiary enamines under similar reaction conditions and in the presence of K2CO3 afforded the same cyclized products but with inversion of diastereoselectivity. The oxidation of optically pure secondary enamines leads to diastereomeric spirolactams in an approximately 3:1 ratio.
