Borata-Wittig olefination reactions of ketones, carboxylic esters and amides with bis(pentafluorophenyl)borata-alkene reagents
作者:Tongdao Wang、Sonja Kohrt、Constantin G. Daniliuc、Gerald Kehr、Gerhard Erker
DOI:10.1039/c7ob01591g
日期:——
PhCH2CH2–). They underwent “non-classical” borata-Wittig olefination reactions with ethylformate to give the respective enolether carbonylation products, or their C1-elongated aldehydes (after hydrolysis). The borata-alkene [Ph–(CH2)2–CHB(C6F5)2−] [Li+HTMP] (16a) gave the respective “non-classical” borata-Wittig olefination products, the enolethers 25a,b and 27, respectively, upon treatment with methyl- or ethyl
用LiTMP对强亲电性硼烷衍生物氨基– CH 2 CH 2 CH 2 –B(C 6 F 5)2 6进行质子化,得到硼烷-烯烃[氨基–(CH 2)2 –CH B(C 6 ˚F 5)2 - ] [李+ ]} 2 9其中后行轻便[2 + 2]与二苯甲酮或芴酮,得到相应的1,2- oxaboretanides环加成反应11A,b 。化合物9和11通过X射线衍射表征。化合物11a,b的热解或水解得到相应的borata-Wittig烯化产物12a,b。类似地,各种R–CH 2 –CH 2 –B(C 6 F 5)2硼烷(通常是通过将末端烯烃R–CH CH 2与Piers's硼烷[HB(C 6 F 5)2 ]加氢硼化生成)去质子化,得到相应的硼烷链烯烃16a–e(R:Ph–CH 2 –,n C 4 H 9,tBu,Cy,PhCH 2 CH 2 –)。他们与甲酸乙酯进行了“非经典”的borata-Witt