Yr. Lin et al., RUTHENIUM COMPLEX-CATALYZED REACTION OF ISOCYANOACETATE AND N-SULFONYLIMINES - STEREOSELECTIVE SYNTHESIS OF N-SULFONYL-2-IMIDAZOLINES, Journal of organic chemistry, 62(6), 1997, pp. 1799-1803
Ruthenium(II)-catalyzed reaction of N-sulfonylimines with methyl isocy
anoacetate proceeds efficiently under neutral, mild conditions to give
trans-2-imidazolines stereoselectively in high yields. 2,3-Diamino ac
ids can be easily acquired via the hydrolysis of the imidazolines in e
xcellent yields. A possible mechanism for the ruthenium-catalyzed aldo
l reaction of the imines under neutral conditions is discussed.