Coupling of sterically hindered aldehyde with fluorinated synthons: Stereoselective synthesis of fluorinated analogues of salinosporamide A

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	Coupling of sterically hindered aldehyde with fluorinated synthons: Stereoselective synthesis of fluorinated analogues of salinosporamide A
	Chen ZH(陈增浩) ; Wang BL(王炳林) ; Andrew J. Kale ; Bradley S. Moore ; Wang RW(王若文) ; Qing FL(卿凤翎)
刊名	J. Fluor. Chem.
	2012
卷号	136 页码:12-19
ISSN号	0022-1139
其他题名	空间位阻醛和含氟合成子的偶联反应: salinosporamide A.的立体选择性合成
通讯作者	卿凤翎
英文摘要	Salinosporamide A is an irreversible inhibitor of the beta-subunits of the 20S proteasome. Its C-5 cyclohexenyl moiety is the key to its affinity and potency as an anticancer agent. Here we describe the synthesis of C-5 difluoromethylated and trifluoromethylated analogues of salinosporamide A and their biological evaluation as proteasome inhibitors against purified yeast 20S proteasome. The synthetic strategy featured the stereoselective coupling reaction of sterically hindered aldehyde 3 with fluorinated organolithium reagents. (C) 2012 Elsevier B.V. All rights reserved.
学科主题	氟化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1016/j.jfluchem.2012.01.003
语种	英语
WOS记录号	WOS:000302976900003
公开日期	2013-08-23
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/28263]
专题	上海有机化学研究所_中科院有机氟化学重点实验室
推荐引用方式 GB/T 7714	Chen ZH,Wang BL,Andrew J. Kale,et al. Coupling of sterically hindered aldehyde with fluorinated synthons: Stereoselective synthesis of fluorinated analogues of salinosporamide A[J]. J. Fluor. Chem.,2012,136:12-19.
APA	陈增浩,王炳林,Andrew J. Kale,Bradley S. Moore,王若文,&卿凤翎.(2012).Coupling of sterically hindered aldehyde with fluorinated synthons: Stereoselective synthesis of fluorinated analogues of salinosporamide A.J. Fluor. Chem.,136,12-19.
MLA	陈增浩,et al."Coupling of sterically hindered aldehyde with fluorinated synthons: Stereoselective synthesis of fluorinated analogues of salinosporamide A".J. Fluor. Chem. 136(2012):12-19.