【摘要】 樟柳碱系唐古特山莨菪植物中一生物碱,75年已进行全合成,但产率极低。本文报道改进的方法,即将3α-羟基莨菪烯-6与位阻较小的乙酰阿托酰氯在碱催化下酯化、脱乙酸得3α-阿托酰氧基莨菪烯-6,然后氧化成6,7-环氧莨菪酯,边链双键用四氧化锇及N-甲基吗啉-N-氧化物双羟化即得樟柳碱。此法可避免水解保护基及6,7环氧的开裂等,因此,较为简便优越。更多还原

【Abstract】 An innovation of total synthesis of anisodine, an alkaloid isolated from Anisodus tanguticus, was reported. As 3α-hydroxytropene-6 reacted with O-acetyltropoyl chloride in chloroform, using pyridine as catalyst, an ester was formed and after elimination of one molecule of acetic acid from the side chain, 3α-atropoyltropene-6 was obtained as a chief product following crystallization. Then the latter was oxidized with H2O2, using V2O5 as catalyst to form 6,7-epoxy derivative. Finally, anisodine was obtained after dihydroxylation of double bond side-chain with N-methylmorpholine-N-oxide and osmic tetroxide. The anisodine obtained was identified with mass and IR spectra. This method was a simplified version of a previous one, obviating the delicate partial hydrolysis of a protecting group.更多还原