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Organocatalytic asymmetric Mannich-type reaction of N-sulfonylimines with isocyanoacetate leading to optically active 2-imidazoline-4-carboxylates

Journal 2010 · IF 2.625 · 发表于 2010 年 5 月 24 日
作者: Zhen-Wei Zhang,Gui Lu,Miao-Miao Chen,Ning Lin,Yong-Bo Li,Tamio Hayashi,Albert S.C. Chan
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摘要

The first asymmetric Mannich-type reaction of methyl isocyanoacetate with N -sulfonylimines catalyzed by cinchona alkaloid derivatives yielded 2-imidazolines with high diastereoselectivities and good enantioselectivities (up to >99:1 dr and 70% ee). This reaction provided a convenient route to access various substituted 2-imidazoline-4-carboxylates and related α,β-diamino acids in high enantiomeric purities.