Enantioselective total synthesis of (-)- and (+)-petrosin |
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| Authors: | Toya Hiroki Okano Kentaro Takasu Kiyosei Ihara Masataka Takahashi Atsushi Tanaka Haruo Tokuyama Hidetoshi |
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| Institution: | Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan. |
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| Abstract: | The enantioselective total synthesis of (-)- and (+)-petrosin is described. The union of two key segments was executed by Suzuki-Miyaura coupling. The quinolizidine rings were stereoselectively constructed via a diastereoselective Mannich reaction and an aza-Michael reaction. The 16-membered ring was constructed by ring-closing metathesis with the second-generation Grubbs catalyst. |
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