کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1315719 976061 2006 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Synthetic applications of ethyl 3-bromodifluoromethyl-3-benzyloxy-acrylate as a gem-difluorination building-block: Its reactions with aldehyde and epoxide
چکیده انگلیسی

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, β-hydroxy ester, in good yield, while its tetrakis(dimethylamino)ethylene (TDAE) promoted reaction with a limited scope of aldehyde produced Barbier reaction mode product, δ-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, β-hydroxy ester, in low yield.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 127, Issue 3, March 2006, Pages 360–366
نویسندگان
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