Rhodium/diene-catalyzed asymmetric arylation of N-Boc-protected alpha,beta-unsaturated delta-lactam with arylboronic acids: enantioselective synthesis of 4-aryl-2-piperidinones

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	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
	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.