Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

Weijun Zeng; Xuefeng Tan; Yang Yu; Gen-Qiang Chen; Xumu Zhang

doi:10.1021/acs.orglett.9b04339

Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

Weijun Zeng, Xuefeng Tan, Yang Yu, Gen-Qiang Chen^*, Xumu Zhang^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

9 Citations (Scopus)

Abstract

A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor. © 2020 American Chemical Society.

Original language	English
Pages (from-to)	858-862
Journal	Organic Letters
Volume	22
Issue number	3
Online published	9 Jan 2020
DOIs	https://doi.org/10.1021/acs.orglett.9b04339
Publication status	Published - 7 Feb 2020
Externally published	Yes

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abstract = "A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor. {\textcopyright} 2020 American Chemical Society.",

author = "Weijun Zeng and Xuefeng Tan and Yang Yu and Gen-Qiang Chen and Xumu Zhang",

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TY - JOUR

T1 - Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

AU - Zeng, Weijun

AU - Tan, Xuefeng

AU - Yu, Yang

AU - Chen, Gen-Qiang

AU - Zhang, Xumu

PY - 2020/2/7

Y1 - 2020/2/7

N2 - A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor. © 2020 American Chemical Society.

AB - A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor. © 2020 American Chemical Society.

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UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-85078337471&origin=recordpage

U2 - 10.1021/acs.orglett.9b04339

DO - 10.1021/acs.orglett.9b04339

M3 - RGC 21 - Publication in refereed journal

C2 - 31916775

SN - 1523-7060

VL - 22

SP - 858

EP - 862

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

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