Rh(I)-catalyzed enantioselective hydrogenation of (E)- and (Z)-beta-(acylamino)acrylates using 1,4-bisphosphine ligands under mild conditions.
[reaction: see text] Rh-Me-BDPMI (1a) complex can be an effective catalyst for the hydrogenations of (E)- and (Z)-beta-(acylamino)acrylates, in which the Z-isomers hydrogenated with the same or even higher ee values than the corresponding E-isomers. The conversion yield and enantioselectivity of E- and Z-isomers were largely dependent on the solvent, and thus, the E-isomers were hydrogenated more effectively in CH(2)Cl(2), whereas the Z-isomers were hydrogenated more effectively in polar MeOH solvent.
Lee
Sang-gi
SG
Life Sciences Division, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea. sanggi@kist.re.kr
Zhang
Yong Jian
YJ
D000179:Acrylates / Q000138:chemical synthesis*; D002384:Catalysis; D006865:Hydrogenation; D008024:Ligands; D010720:Phosphines / Q000138:chemical synthesis*; D012211:Rhenium / Q000737:chemistry*; D013237:Stereoisomerism
D000179:Acrylates; D008024:Ligands; D010720:Phosphines; D012211:Rhenium