Preparation of sugar beta-amino acid derivatives with cyclic structures via ring closing metathesis

B. Sundararaju (1) , T. Sridhar (2) , Mathieu Achard (1) , G. V. M. Sharma (2) , Christian Bruneau (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 IICT - CSIR Indian Institute of Chemical Technology

Efficient syntheses of β-amino acid derivatives with cyclic structures were developed. The key steps involve aza-Michael addition and ruthenium-catalyzed allylation for the construction of new acyclic β-amino acid dienes incorporating a sugar fragment, and a ruthenium-catalyzed ring-closing metathesis for the construction of the seven- and nine-membered ring compounds.

Domaines: Catalyse

B. Sundararaju, T. Sridhar, Mathieu Achard, G. V. M. Sharma, Christian Bruneau. Preparation of sugar beta-amino acid derivatives with cyclic structures via ring closing metathesis. European Journal of Organic Chemistry, 2010, pp.6092-6096. ⟨10.1002/ejoc.201000923⟩. ⟨hal-00527890⟩