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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
Peng WM(彭伟民); Zhao JW(赵经纬); Zhu SZ(朱仕正)
2006
发表期刊J. Fluor. Chem.
ISSN0022-1139
卷号127期号:3页码:360-366
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.
学科领域有机氟化学
部门归属中科院上海有机化学研究所
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收录类别SCI
语种英语
WOS记录号WOS:000236926300007
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被引频次:5[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/14394
专题中科院有机氟化学重点实验室
通讯作者Zhu SZ(朱仕正)
推荐引用方式
GB/T 7714
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.
APA 彭伟民,赵经纬,&朱仕正.(2006).Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide.J. Fluor. Chem.,127(3),360-366.
MLA 彭伟民,et al."Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide".J. Fluor. Chem. 127.3(2006):360-366.
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