An asymmetric catalytic strategy in photocatalysis utilizing a chirality-induced approach through an organocatalytic/photoredox relay catalysis strategy is successfully achieved for the rapid construction of polycycli...An asymmetric catalytic strategy in photocatalysis utilizing a chirality-induced approach through an organocatalytic/photoredox relay catalysis strategy is successfully achieved for the rapid construction of polycyclic compounds containing vicinal amino alcohols in a one-pot protocol. This methodology facilitates the efficient synthesis of diverse substituted polycyclic tetrahydroquinoline and benzofuran-derived vicinal amino alcohols, each containing five consecutive chiral centers, with high yields,excellent diastereoselectivities and enantioselectivities(up to 95% yield, >20:1 dr and 98% ee), under mild reaction conditions driven by sequential bifunctional squaramide organocatalyst-catalyzed [4+2] annulation and photocatalyst-catalyzed ketyl radical addition cyclization reaction process. Furthermore, investigations into the stereoselectivity mechanism and high-resolution mass spectrometry(HRMS) experiments on free radical trapping have provided evidence for elucidating the detailed mechanism of chirality-induced processes and chiral intermediate conversions in this procedure.展开更多
Tropos phosphine-oxazoline ligands have shown interesting coordination behavior and excellent chiral inducing ability in asymmetry catalysis.Here we present a convenient and economic route for the synthesis of this ty...Tropos phosphine-oxazoline ligands have shown interesting coordination behavior and excellent chiral inducing ability in asymmetry catalysis.Here we present a convenient and economic route for the synthesis of this type of ligands.According to this new route,the ligands with different electronic and steric properties have been prepared successfully.展开更多
基金supported by the National Natural Science Foundation of China(21632003,21871116,22071085,U22A20390)the Fundamental Research Funds for the Central Universities(lzujbky-2023-stlt01)the 111 Program from the Ministry of Education of China。
文摘An asymmetric catalytic strategy in photocatalysis utilizing a chirality-induced approach through an organocatalytic/photoredox relay catalysis strategy is successfully achieved for the rapid construction of polycyclic compounds containing vicinal amino alcohols in a one-pot protocol. This methodology facilitates the efficient synthesis of diverse substituted polycyclic tetrahydroquinoline and benzofuran-derived vicinal amino alcohols, each containing five consecutive chiral centers, with high yields,excellent diastereoselectivities and enantioselectivities(up to 95% yield, >20:1 dr and 98% ee), under mild reaction conditions driven by sequential bifunctional squaramide organocatalyst-catalyzed [4+2] annulation and photocatalyst-catalyzed ketyl radical addition cyclization reaction process. Furthermore, investigations into the stereoselectivity mechanism and high-resolution mass spectrometry(HRMS) experiments on free radical trapping have provided evidence for elucidating the detailed mechanism of chirality-induced processes and chiral intermediate conversions in this procedure.
基金supported by the National Natural Science Foundation of China (20772081)Science and Technology Commission of Shanghai Municipality (09431902500)
文摘Tropos phosphine-oxazoline ligands have shown interesting coordination behavior and excellent chiral inducing ability in asymmetry catalysis.Here we present a convenient and economic route for the synthesis of this type of ligands.According to this new route,the ligands with different electronic and steric properties have been prepared successfully.
