Journal of the Chemical Society. Perkin transactions I p. 3237 - 3241 (1990)
Update date:2022-08-05
Topics:
Hoshi, Masayuki
Masuda, Yuzuru
Arase, Akira
The reaction of (trimethylsilyl)ethyne 1 with a stoicheiometric amount of dialkylborane 2 proceeds to the monohydroboration stage, giving a mixture of regioisomers, (E)-<2-(trimethylsily)ethenyl>dialkylborane 3 and <1-(trimethylsilyl)ethenyl>dialkylborane 4.In the hydroboration with bulky dialkylboranes, derived from internal alkenes, the former predominates.Successive treatment of the mixture with methyllithium and benzenesulphenyl chloride exclusively affords highly pure (E)-2-alkyl-1-(trimethylsily)ethene 6 whose alkyl group migrates from the boron atom, while in the hydroboration with less bulky dialkylboranes, derived from terminal alkenes, the latter predominates.Successive treatment of the mixture with aq.NaOH and iodine exclusively affords highly pure 2-(trimethylsilyl)alk-1-ene 7 whose alkyl group migrates from the boron atom.
View MoreTaizhou YOJOY Chemical Co., Ltd.
Contact:13857143241
Address:Yangfu Industrial Park, Xianju, Zhejiang, P. R. China
website:http://www.cheminn.com/
Contact:86-531-67875205
Address:No.9-2,South of Shanda Road, Jinan ,China
Wuxi Zuping Food Science And Technology Co.,LTD.
Contact:+86-510-87210822
Address:Guanlin town
Contact:86-512-69362780,69362785
Address:No.69 Weixin Road,Weiting Town,Suzhou Industrial Park
Suzhou Sibian Chemical Technology Co., Ltd
website:http://www.sibianpharm.com
Contact:+8618169181984,+8618013186906
Address:Room1404,BuildingA,Jiabao Square No.323 Baodai East Road,Wuzhong District,Suzhou Jiangsu China (215128)
Doi:10.1021/ja01535a047
(1958)Doi:10.3762/bjoc.16.19
(2020)Doi:10.1039/c1dt10752f
(2011)Doi:10.1021/ja00177a033
(1990)Doi:10.1016/j.ejmech.2013.05.033
(2013)Doi:10.1016/j.tetlet.2011.06.072
(2011)
