Collect. Czech. Chem. Commun. 2006, 71, 1199-1210

A New Stereocontrolled Approach to a Key Intermediate in the Synthesis of (2S,3R)-Capreomycidine

Miroslava Martinkováa,*, Jozef Gondaa and Martina Džoganováb

a Department of Organic Chemistry, Institute of Chemistry, P. J. Šafárik University, 041 67 Košice, Slovak Republic
b Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic


A new stereocontrolled approach to the synthesis of advanced intermediate in the synthesis of nonproteinogenic amino acid (2S,3R)-capreomycidine via the novel domino reaction has been developed.

Keywords: Capreomycidine; Capreomycins; Stereoselectivity; Nonproteinogenic amino acids; [3,3]-Sigmatropic rearrangements; Total synthesis.

References: 27 live references.