Synthesis of fluorine-substituted [2.2]paracyclophane-based carbene precursors for copper-catalyzed enantioselective boration of α,β-unsaturated ketones

被引：8

作者：

Wang, Linyong ^{[1
]}

Ye, Meng ^{[1
]}

Wang, Lei ^{[1
]}

Duan, Wenzeng ^{[1
]}

Song, Chun ^{[1
]}

Ma, Yudao ^{[1
]}

机构：

[1] Shandong Univ, Dept Chem, Shanda South Rd 27, Jinan 250100, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2017年 / 28卷 / 01期

基金：

中国国家自然科学基金;

关键词：

N-HETEROCYCLIC CARBENE; ASYMMETRIC BETA-BORATION; CONJUGATE ADDITIONS; PLANAR; ESTERS; LIGANDS; SALTS; HYDROBORATION; DERIVATIVES; BORYLATION;

D O I：

10.1016/j.tetasy.2016.12.005

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Fluorine-substituted [2.2]paracyclophane-based carbene precursors have been successfully synthesized and applied to copper-catalyzed asymmetric beta-boration of alpha,beta-unsaturated ketones. Fluorination of the planar chiral carbenes has a beneficial impact on the catalytic performance of the relevant complexes. A variety of chiral beta-boryl ketones were obtained in excellent yields (up to 99%) and with high enantioselectivities (up to 99% ee). (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：54 / 61

页数：8

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