Asymmetric synthesis of chiral tertiary borylated phosphonates by copper-catalyzed conjugate borylation

被引：6
|
作者：
Kim, Jiwon [1 ]
Lee, Hyesu [1 ]
Yun, Jaesook [1 ]
机构：
[1] Sungkyunkwan Univ, Dept Chem, Suwon 16419, South Korea
来源：
TETRAHEDRON | 2019年 / 75卷 / 32期
基金：
新加坡国家研究基金会;
关键词：
Asymmetric synthesis; Copper; Conjugate addition; Enantioselectivity; Organoboron compounds; ENANTIOSELECTIVE BETA-BORATION; BORONIC ESTERS; HYDROGENATION; HYDROBORATION;
D O I：
10.1016/j.tet.2019.04.010
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective copper-catalyzed conjugate borylation of alpha,beta-unsaturated phosphonates with bis(pinacolato)diboron affords chiral tertiary organoboronate esters with a vicinal phosphonate group in good yields and enantiomeric excess. Linear aliphatic, aromatic, and heteroaromatic substituents at the beta-position can be accommodated, and oxidation of the borylated organophosphonate products leads to beta-hydroxyphosphonates. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4250 / 4254
页数：5
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