Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks

被引：11

作者：

Weglarz, Izabela ^{[1
]}

Michalak, Karol ^{[1
]}

Mlynarski, Jacek ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 05期

关键词：

Asymmetric synthesis; Zinc; Reduction; Hydrosilylation; Cyclic imines; ENANTIOSELECTIVE HYDROSILYLATION; HYDROGENATION; BIOCATALYST; TITANOCENE; PIPERIDINE; REDUCTION; AMINES;

D O I：

10.1002/adsc.202001043

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex is reported. In situ generated zinc-ProPhenol complex with silane afforded pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines in high yields and with excellent enantioselectivities (up to 99% ee). The synthetic utility of presented methodology is demonstrated in an efficient synthesis of the corresponding chiral cyclic amines, being pharmaceutical drug precursors to the Aticaprant and Larotrectinib.

引用

页码：1317 / 1321

页数：5

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