Stereoselective dihydroxylation reactions of gamma-amino-alpha,beta-unsaturated esters via their aryl ketimine derivatives.
OsO4-catalysed dihydroxylation reactions of the aryl ketimine derivatives of (E)-gamma-amino-alpha,beta-unsaturated esters gave anti selectivity ranging from 6.7 : 1 to 19 : 1, whereas the opposite syn selectivity was consistently observed with those of (Z)-gamma-amino-alpha,beta-unsaturated esters (5.4 : 1 to > 100 : 1).
Oh
Joon Seok
JS
School of Chemical Engineering, Seoul National University, Seoul, 151-744, Republic of Korea.
Jeon
Jongho
J
Park
Do Yeon
DY
Kim
Young Gyu
YG
D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006900:Hydroxylation; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D013237:Stereoisomerism
D004952:Esters; D007097:Imines; D007659:Ketones