Stereodivergent Four-Component Reactions via Rh-Carbynoids DOI
Jian Luo, Yinwu Li, Haiqing Wang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

Multicomponent reactions (MCRs) provide a robust platform for the modular assembly of structurally complex molecules, while higher-order MCRs (≥4 components) exponentially expand accessible chemical space. Although Rh-carbynoids exhibit significant potential developing due to their unique reactivity, application in asymmetric four-component (4CRs) has been hindered by competing nucleophilic reactivities and stereochemical control. Herein, we overcome these challenges integrating N- C-nucleophiles report an 4CR involving hypervalent iodine diazo reagents, carbamates, N,N-dialkylanilines, imines. This strategy represents first utilizing Rh-carbynoids, achieving sequential formation C(sp3)-N, C(sp3)-C(sp2), C(sp3)-C(sp3) bonds at single carbon center. The method provides stereodivergent access α,β-diamino-3-arylpropanoic acid derivatives bearing two contiguous stereocenters with good yields exceptional enantioselectivity.

Language: Английский

Multicatalysis-Enabled Multicomponent Reactions Generate a PTP1B Inhibitor DOI Creative Commons
Taoda Shi, Yukai Li,

Jiying Yang

et al.

ACS Central Science, Journal Year: 2025, Volume and Issue: unknown

Published: May 19, 2025

Language: Английский

Citations

0
Stereodivergent Four-Component Reactions via Rh-Carbynoids DOI
Jian Luo, Yinwu Li, Haiqing Wang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

Multicomponent reactions (MCRs) provide a robust platform for the modular assembly of structurally complex molecules, while higher-order MCRs (≥4 components) exponentially expand accessible chemical space. Although Rh-carbynoids exhibit significant potential developing due to their unique reactivity, application in asymmetric four-component (4CRs) has been hindered by competing nucleophilic reactivities and stereochemical control. Herein, we overcome these challenges integrating N- C-nucleophiles report an 4CR involving hypervalent iodine diazo reagents, carbamates, N,N-dialkylanilines, imines. This strategy represents first utilizing Rh-carbynoids, achieving sequential formation C(sp3)-N, C(sp3)-C(sp2), C(sp3)-C(sp3) bonds at single carbon center. The method provides stereodivergent access α,β-diamino-3-arylpropanoic acid derivatives bearing two contiguous stereocenters with good yields exceptional enantioselectivity.

Language: Английский

Citations

0