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Communication | Regular issue | Vol 24, No. 1, 1986, pp.37-39
Published online, 1st January, 1970
DOI: 10.3987/R-1986-01-0037
Reaction of Cyclic Thioimidates with Methyl 3-Oxo-4-pentenoate (Nazorav‘s Reagent). Total Synthesis of (+)-Epi-lupinine

Hiroki Takahata, Kyoko Yamabe, Toshiaki Suzuki, and Takao Yamazaki*

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan


Annulation of cyclic thioimidates with Nazarov’s reagent in the presence of mercuric chloride gave indolizidine and quinolizidine derivatives. Stereospecific transformation of the quinolizidine to (+)-epi-lupinine is described.