Iridium-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines

被引：19
|
作者：
Wang, Yanzhao [1 ]
Xia, Jingzhao [2 ]
Yang, Guoqiang [1 ]
Zhang, Wanbin [1 ,2 ]
机构：
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Pharm, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
来源：
TETRAHEDRON | 2018年 / 74卷 / 04期
基金：
中国国家自然科学基金;
关键词：
Asymmetric hydrogenation; Iridium; Tropos phosphine-oxazoline ligand; 2-Substituted 1,4-benzodioxines; Chiral 1,4-benzodioxanes; HIGHLY ENANTIOSELECTIVE HYDROGENATION; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; OXAZOLINE LIGANDS; NATURAL-PRODUCTS; AMINO-ALCOHOLS; RUPHOX-RU; OLEFINS; ENAMINES; KETONES; IMINES;
D O I：
10.1016/j.tet.2017.12.015
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An Ir-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines was developed for the preparation of chiral 1,4-benzodioxanes, which are present in numerous biologically active compounds and natural products. Our tropos biphenyl phosphine-oxazoline ligand is essential for obtaining good ee. A broad range of substrates were tolerable to the reaction conditions and gave the corresponding hydrogenation products in excellent yields and with moderate to good enantioselectivities using the lr-complex of our tropos phosphine-oxazoline ligand. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：477 / 482
页数：6
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