Rh-Catalyzed Highly Enantioselective Hydrogenation of Functionalized Olefins with Chiral Ferrocenylphosphine-Spiro Phosphonamidite Ligands.

Rh-Catalyzed Highly Enantioselective Hydrogenation of Functionalized Olefins with Chiral Ferrocenylphosphine-Spiro Phosphonamidite Ligands.
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DOI:
10.1021/acs.joc.2c00532
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发表时间:
2022-06
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Yirui Chen;Xiao Yi;Yuqi Cheng;An Huang;Zehui Yang;Xianghua Zhao;Fei Ling;W. Zhong
Yirui Chen;Xiao Yi;Yuqi Cheng;An Huang;Zehui Yang;Xianghua Zhao;Fei Ling;W. Zhong
中科院分区:
其他
文献类型:
--
作者:
Yirui Chen;Xiao Yi;Yuqi Cheng;An Huang;Zehui Yang;Xianghua Zhao;Fei Ling;W. Zhong

文献摘要

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一类新的高刚性手性二茂铁膦-螺膦酰胺配体实现了铑催化功能化烯烃的高效加氢反应。用广泛的α-脱氢氨基酸酯和α-烯酰胺实现了极好的对映体控制(在大多数情况下> 99%ee)。该催化体系可用于西那卡塞和d-苯丙氨酸的高光学纯度关键中间体的合成。
A highly efficient Rh-catalyzed hydrogenation of functionalized olefins has been realized by a new family of highly rigid chiral ferrocenylphosphine-spiro phosphonamidite ligands. Excellent enantiocontrol (>99% ee in most cases) was achieved with a wide range of α-dehydroamino acid esters and α-enamides. This practicable catalytic system was further applied in the scalable synthesis of highly optically pure key intermediates of cinacalcet and d-phenylalanine.