Efficient synthesis of trifluoromethyl-substituted 5, 6-dihydro-4H-1, 2-oxazines by the hetero-Diels-Alder reaction of 1, 1, 1-trifluoro-2-nitroso-2-propene and electron- …
R Zimmer, HU Reissig
文献索引：Zimmer, Reinhold; Reissig, Hans-Ulrich Journal of Organic Chemistry, 1992 , vol. 57, # 1 p. 339 - 347
l, l, l-Trifluoro-2-nitroso-2-propene (1) was generated in situ by treatment of the a-bromo oxime 5 with base. Moderate to excellent yields of the 3-trifluoromethyl-substituted 1, 2- 0xazinea 17-27 were obtained from the reaction of 1 and the silyl enol ethers 6-16, respectively. Other dienophiles, ie, allyltrimethylsilane, cyclopentadiene, furan, and dihydropyran, upon reaction with 1 provided the cycloadducts 31-34, respectively, in good ...
