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期刊论文
Novel synthesis of 12,13-seco norditerpenoid alkaloids via semipinacol rearrangement and reaction with Br2
Tetrahedron 57(2001)4705～4712，-0001，（）：
Treatment of 14-methylsulfonyl pseudaconine 3 with DMF-NaOH at 1508C for 10 h afforded the desired C-nor and 12,13-seco norditerpenoid alkaloids 16a-methoxyl ketone 7 (70%) and 16b-methoxyl ketone 8 (15%) as a pair of epimers. Reaction of 7 with Br2-HOAc at room temperature for 1.5-2 h produced the phenols 9 (40%), 10 (10%) and 13 (29%). Whereas, treatment of 8 with Br2-HOAc under same conditions as the case for 7 gave phenolic compound 9 (38%) besides the by-product a-bromoketone 14 (25%).
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