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学科主题: 有机氟化学
题名: Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide
其他题名: 3-溴二氟甲基-3-苄氧基丙烯酸乙酯作为一种有用的二氟化砌块和醛或环氧化物的合成应用
作者: Peng WM(彭伟民) ; Zhao JW(赵经纬) ; Zhu SZ(朱仕正)
通讯作者: 朱仕正
刊名: J. Fluor. Chem.
发表日期: 2006
卷: 127, 期:3, 页:360-366
收录类别: SCI
部门归属: 中科院上海有机化学研究所
英文摘要: Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a versatile and multifunctionalized gem-difluorination building block to introduce difluoromethene subunit into some new hydroxy esters have been investigated. It was found that its zinc mediated reaction with a variety of aldehyde in DMF gave the Reformatsky reaction mode product, P-hydroxy ester, in good yield, while its tetrakis(dimethylamino)ethylene (TDAE) promoted reaction with a limited scope of aldehyde produced Barbier reaction mode product, beta-hydroxy ester, in moderate yield. The reaction of its zinc reagent with styrene oxide resulted in rearrangement of the epoxide to 2-phenyl-acetaldehyde, and then the zinc reagent condensed with this aldehyde to provide the Reformastsy reaction type product, beta-hydroxy ester, in low yield. (c) 2006 Elsevier B.V. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000236926300007
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14394
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Peng WM,Zhao JW,Zhu SZ. Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide[J]. J. Fluor. Chem.,2006,127(3):360-366.
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