Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Nagoya 466-8555, Japan.
Org Lett. 2012 Jun 15;14(12):2960-3. doi: 10.1021/ol301256q. Epub 2012 Jun 1.
An organocatalytic enantioselective Mannich-type reaction of isocyanoacetate with N-sulfonylimines catalyzed by chiral thioureas derived from quinine yielded 2-imidazolines with high diastereo- and enantioselectivities (up to >99:1 dr. and 96% ee). This reaction provided a convenient route to access various imidazolines and related α,β-diamino acids having a quaternary carbon center in high enantiomeric purities.
手性硫脲催化的异氰基乙酸与 N-磺酰亚胺的 Mannich 型反应具有高度的非对映选择性和对映选择性(高达 >99:1 dr 和 96%ee)。该反应为获得具有手性季碳原子的各种咪唑啉和相关的 α,β-二氨基酸提供了一种方便的途径,产物的对映体纯度很高。