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

页码：477 / 482

页数：6

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