226. S. Sulzer-Mossé, M. Laars, K. Kriis, T. Kanger, A. Alexakis,
     “Synthesis and use of 3,3'-bimorpholine derivatives in asymmetric Michael addition and intramolecular aldol reaction”
     Synthesis 2007, 1729-1732.

The synthesis of 3,3′-bimorpholine and its N-alkyl derivatives is described. These new diamine derivatives were revealed to be efficient organocatalysts for the asymmetric Michael addition of aldehydes to nitroalkenes with excellent enantioselectivity (up to 90% ee). The potential of these organocatalysts was also demonstrated for the highly enantioselective intramolecular aldol reaction affording the Wieland-Miescher ketone with tremendous enantioselectivity (up to 95% ee).

DOI : 10.1055/s-2007-965966 

archive ouverte unige:8028