The synthesis of (+/-)-6-benzyl-3-methyl-3-en-1,6-diazaspiro-[4.5]decane-2,7-dione (18), the spiro moiety of (+/-)-pandamarine has been achieved try oxidative cyclization of the (Z) and (E) isomers of 5-(N-benzyl-4-carboxamido-butylidene)-3-methyl-3-en-pyrrolin-2-one (15a) and(15b). The stereoselectivity exhibited in the intramolecular cyclization by both butylidene precursors has also been discussed.
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Tohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan
Abe, Hideki
Takaya, Kei-Ichi
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Tokyo Univ Pharm & Life Sci, Sch Pharm, Tokyo 1920392, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan
Takaya, Kei-Ichi
Watanabe, Kazuhiro
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Tohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan
Watanabe, Kazuhiro
Aoyagi, Sakae
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Tokyo Univ Pharm & Life Sci, Sch Pharm, Tokyo 1920392, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan
Aoyagi, Sakae
Kibayashi, Chihiro
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Nihon Pharmaceut Univ, Komuro, Saitama 3620806, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan
Kibayashi, Chihiro
Katoh, Tadashi
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Tohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, JapanTohoku Pharmaceut Univ, Dept Chem Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9818558, Japan