Stereoselective addition of cyanide ion to chiral rhenium π-aldehyde complexes of the formulae [(η⁵-C5H5)Re(NO)(PPh3)(η²-OCHR)]⁺ BF4^-. A new synthesis of optically active cyanohydrin derivatives

Authors

Charles M. Garner, The University of UtahFollow
Jesus M. Fernández, The University of UtahFollow
J. A. Gladysz, The University of Utah

Abstract

Reaction of optically active aldehyde complexes (+)-(RS)-[(η5-C5H5)Re(NO)(PPh3)(η2-OCHR)]+ BF4- and (CH3CH2)4N+ CN- gives cyanohydrin alkoxide complexes (+)-(η5-C5H5)Re(NO)-(PPh3)(OCH(CN)R) (78-95%) of 89-53% de. The alkoxide ligands are then converted to optically active MTPA esters (96-85%) of 90-56% de. © 1989.

Publication Title

Tetrahedron Letters

Recommended Citation

Garner, C., Fernández, J., & Gladysz, J. (1989). Stereoselective addition of cyanide ion to chiral rhenium π-aldehyde complexes of the formulae [(η⁵-C5H5)Re(NO)(PPh3)(η²-OCHR)]⁺ BF4^-. A new synthesis of optically active cyanohydrin derivatives. Tetrahedron Letters, 30 (30), 3931-3934. https://doi.org/10.1016/S0040-4039(00)99287-6