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 MorePuyang Huicheng Electronic Material Co., Ltd
website:http://huichengchem.weba.testwebsite.cn/index_en.html
Contact:+86-393-8910800
Address:West Section Shengli Road, Puyang457000, China
SHIFANG SUHONG CHEMICAL CO.,LTD
Contact:+86-838-2224563
Address:Room 1207 Zongchen Sunshine No.128 Taishan South Road,Deyang City,Sichuan China
Lanling Hongchuang Flame Retardant Co., Ltd.
Contact:+86-531-68858132
Address:East Huafeichang Road, Cangshan County, Linyi, Shandong, China (Mainland)
Shanghai Sinofluoro Scientific Co., Ltd
Contact:+86-21-64279360
Address:Room 1006,Building 3,#58 East Xinjian Road, Shanghai ,201100,China,
Contact:+(852) 301-98033
Address:Flat C, 23/F, Lucky Plaza, 315-321 Lockhart Road, Wan Chai, Hong Kong
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)