Neighboring group effect of pyridazine and pyrazine rings for π-facial selectivity in the reactions of fused isopropylidenenorbornene systems with electrophilic …
T Kobayashi, K Miki, B Nikaeen, A Ohta
文献索引:Kobayashi, Tomoshige; Miki, Kiyomi; Nikaeen, Behrooz; Ohta, Akira Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 12 p. 1372 - 1385
A series of pyridazine-and pyrazine-fused isopropylidenenorbornenes have been synthesized and the π-facial selectivity of the electrophilic reactions with 4-phenyl-1, 2, 4- triazole-3, 5 (4H)-dione (PTAD), m-chloroperbenzoic acid (MCPBA) and N- bromosuccinimide (NBS) has been investigated. The ene reactions with PTAD exhibited exclusive syn selectivity to the heteroaromatic rings except for an ...