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


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