Transition metal promoted reactions. 38. NiCl2(dppe)-catalyzed geminal dialkylation of dithioacetals and trimethylation of ortho thioesters
作者:Yih Ling Tzeng、Ping Fan Yang、Nai Wen Mei、Tien Min Yuan、Chun Chi Yu、Tien Yau Luh
DOI:10.1021/jo00018a016
日期:1991.8
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 pi-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.
Transition metal promoted reaction. 26. Nickel catalyzed geminal dimethylation of allylic dithioacetals
作者:Ping Fan Yang、Zhi Jie Ni、Tien Yau Luh
DOI:10.1021/jo00271a001
日期:1989.5
JANG, PING-FAN;NI, ZHI-JIE;LUH, TIEN-JAU, J. ORG. CHEM., 54,(1989) N0, C. 2261-2263