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Synthetic studies of salinosporamide A through the intramolecular hydroamidation of alkynes |
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| Authors: | Haruhi Kamisaki Tetsutaro Kimachi Yoshiji Takemoto |
| Affiliation: | a Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan b Faculty of Pharmaceutical Sciences, Mukogawa Women’s University, Nishinomiya, Hyogo 663-8179, Japan c World Premier International Research Center, Advanced Institute for Materials Research, Tohoku University, Aoba, Sendai 980-8578, Japan |
| Abstract: | Rhodium-catalyzed intramolecular hydroamidation of alkynes was carried out to construct the synthetic intermediates of a proteasome inhibitor, salinosporamide A. Several alkynyl formamides were synthesized and subjected to the hydroamidation reaction. Some derivatives with a methoxymethyl (MOM) or 2-methoxy-2-propyl (MOP) group near the reaction site were converted to the corresponding lactams in excellent yields. |
| Keywords: | Rhodium carbonyl complexes C-H activation Alkynes Hydroamidation γ-Lactams |
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