119925-07-4Relevant articles and documents
Nickel-Catalyzed Geminal Dimethylation of Allylic Dithioacetals
Yang, Ping-Fan,Ni, Zhi-Jie,Luh, Tien-Yau
, p. 2261 - 2262 (1989)
A geminal dimethyl group is introduced regioselectively in excellent yield from the reactions of allylic dithioacetals and methylmagnesium iodide in the presence of 3 mol percent of NiCl2(dppe) in refluxing ether-benzene.
NiCl2(dppe)-Catalyzed Geminal Dialkylation of Dithioacetals and Trimethylation of Ortho Thioesters
Tzeng, Yih-Ling,Yang, Ping-Fan,Mei, Nai-Wen,Yuan, Tien-Min,Yu, Chun-Chi,Luh, Tien-Yau
, p. 5289 - 5293 (2007/10/02)
NiCl2(dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetals gave the corresponding geminal dimethylation products in excellent yields.Allylic ortho thioesters afforded regioselectively the corresponding trimethylation products.The reaction may occur via an 18-electron ?-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product.Benzylic dithioacetals having an ortho amino group gave 2-isopropylanilines exclusively.The reaction of benzylic dithioacetals with EtMgBr under the same conditions yielded geminal diethylation products.