Rhodium/diene-catalyzed asymmetric arylation of N-Boc-protected alpha,beta-unsaturated delta-lactam with arylboronic acids: enantioselective synthesis of 4-aryl-2-piperidinones | |
He ZT(何智涛) ; Wei YB(魏亚兵) ; Yu HJ(于宏杰) ; Sun CY(孙彩云) ; Feng CG(冯陈国) ; Tian P(田平) ; Lin GQ(林国强) | |
刊名 | Tetrahedron
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2012 | |
卷号 | 68期号:45页码:9186-9191 |
ISSN号 | 0040-4020 |
其他题名 | 铑双烯配体催化的芳基硼酸对N-Boc保护的a,b-不饱和戊内酰胺的不对称芳基化反应: 对映选择性地构建2-芳基-4-哌啶酮 |
通讯作者 | 田平 ; 林国强 |
英文摘要 | Utilizing toluene/isopropanol (20:1 to 40:1) as a solvent and KHF2 as an additive, the rhodium/dienecatalyzed asymmetric arylation (RCAA) reaction of arylboronic acids to N-Boc-protected alpha,beta-unsaturated delta-lactam proceeded smoothly to afford chiral 4-aryl-2-piperidinones with high to excellent yields (up to 94%) and enantioselectivities (up to >99% ee). Further conversion of adduct (R)-1-(tert-butyloxycarbonyl)-4-(4-chlorophenyl)-2-piperidone to (R)-Homobaclofen hydrochloride was also presented. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved. |
学科主题 | 天然产物有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1016/j.tet.2012.09.001 |
语种 | 英语 |
WOS记录号 | WOS:000309787500003 |
公开日期 | 2013-08-29 |
内容类型 | 期刊论文 |
源URL | [http://202.127.28.38/handle/331003/28639] ![]() |
专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
推荐引用方式 GB/T 7714 | He ZT,Wei YB,Yu HJ,et al. Rhodium/diene-catalyzed asymmetric arylation of N-Boc-protected alpha,beta-unsaturated delta-lactam with arylboronic acids: enantioselective synthesis of 4-aryl-2-piperidinones[J]. Tetrahedron,2012,68(45):9186-9191. |
APA | 何智涛.,魏亚兵.,于宏杰.,孙彩云.,冯陈国.,...&林国强.(2012).Rhodium/diene-catalyzed asymmetric arylation of N-Boc-protected alpha,beta-unsaturated delta-lactam with arylboronic acids: enantioselective synthesis of 4-aryl-2-piperidinones.Tetrahedron,68(45),9186-9191. |
MLA | 何智涛,et al."Rhodium/diene-catalyzed asymmetric arylation of N-Boc-protected alpha,beta-unsaturated delta-lactam with arylboronic acids: enantioselective synthesis of 4-aryl-2-piperidinones".Tetrahedron 68.45(2012):9186-9191. |
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