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Communication | Regular issue | Vol 2, No. 3, 1974, pp.323-328
Published online, 1st January, 1970
DOI: 10.3987/R-1974-03-0323
A Synthesis of (±)-Dihydrodeoxyepiallocernuine by Application of a Facile Hofmann-Loeffler Type of Photocyclization

Yoshio Ban,* Masayuki Kimura, and Takeshi Oishi

*Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan


Isopelletierine (3a) which is proved to be a precursor in the biosynthesis of cernuine (1), was converted into the quinolizidine (10a), whose N-chloro derivative (10b) was irradiated with a 300W high pressure mercury lamp in ether in the absence of strong acid to readily afford the entitled compound (2) as the free base with no base treatment.