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TETRAHEDRON-ASYMMETRY · 2010 · IF 2.625

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

Zhen-Wei Zhang,Gui Lu,Miao-Miao Chen,Ning Lin,Yong-Bo Li,Tamio Hayashi,Albert S.C. Chan

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.

研究领域: 有机化学 · 药物化学 · 不对称合成 · 催化化学 · 生物有机化学

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Polymer Chemistry · 2021 ·Vol. 12 ·期 30 ·4347-4358 · IF 5.582

Cu-Catalyzed four-component polymerization of alkynes, sulfonyl azides, nucleophiles and electrophiles

Junnan He,Nan Zheng,Ming Li,YuBin Zheng,Wangze Song

Multicomponent polymerization has emerged as a promising strategy to develop functional polymers with versatile structures. In this work, a Cu-catalyzed four-component polymerization was developed using diynes, sulfonyl azides, nucleophiles, and a variety of electrophiles including alkyl glyoxylates, nitroalkenes, and Morita–Baylis–Hillman adducts to successfully synthesize a library of α-functionalized poly(N-sulfonylimidates)s with a wide substrate scope and high molecular weights (up to 20 000 g mol−1) in high yields (up to 86%). Such α-functionalized poly(N-sulfonylimidates)s could be further post-modified or utilized for the design of multi-functional and biodegradable polymers.

研究领域: 高分子化学 · 材料科学

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

Cu-Catalyzed four-component polymerization of alkynes, sulfonyl azides, nucleophiles and electrophiles