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配体促进的立体选择性β-C(sp(3))-H氟化反应:非天然对映体纯的反式β-氟-α-氨基酸的合成。

Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

作者信息

Zhu Ru-Yi, Tanaka Keita, Li Gen-Cheng, He Jian, Fu Hai-Yan, Li Su-Hua, Yu Jin-Quan

机构信息

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

出版信息

J Am Chem Soc. 2015 Jun 10;137(22):7067-70. doi: 10.1021/jacs.5b04088. Epub 2015 May 27.

Abstract

A quinoline-based ligand was shown to promote palladium-catalyzed β-C(sp(3))-H fluorination for the first time. A range of unnatural enantiopure fluorinated α-amino acids were obtained through sequential β-C(sp(3))-H arylation and subsequent stereoselective fluorination from readily available L-alanine.

摘要

首次证明一种喹啉基配体可促进钯催化的β-C(sp(3))-H氟化反应。通过从易得的L-丙氨酸依次进行β-C(sp(3))-H芳基化反应和随后的立体选择性氟化反应,得到了一系列非天然对映体纯的氟化α-氨基酸。

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