Synthesis of Six-Membered Compounds by Environmentally Friendly Cyclization Using Indirect Electrolysis |
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Authors: | Ihara Masataka Katsumata Akira Setsu Fumihito Tokunaga Yuji Fukumoto Keiichiro |
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Institution: | Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-77, Japan. |
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Abstract: | Ni(cyclam)](ClO(4))(2)-catalyzed indirect electroreduction of olefinic bromides produced six-membered compounds in low to high yields. The synthetic intermediate 49 of Ipecac and Corynanthe alkaloids was obtained in 88% yield in a highly stereoselective manner. Lactam 66, the synthetic precursor of tacamonine, was prepared in 49% yield as a mixture of two diastereoisomers. The electrolysis of the bromoacetates gave the debrominated compounds in good yields. |
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