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Total Synthesis of (−)-Salinosporamide A

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Figshare2016-02-23 更新2026-04-29 收录
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A concise and stereoselective total synthesis of (−)-salinosporamide A (1), a potent inhibitor of the 20S proteasome that is in clinical development as an anticancer drug candidate, has been accomplished in 14 steps with 19% overall yield from 4-pentenoic acid. Our synthesis features a stereoselective alkylation utilizing a chiral auxiliary, formation of a pyrrolidine unit, and oxidation of the pyrrolidine to a γ-lactam. To demonstrate the scalability of our synthesis, (−)-salinosporamide A has been synthesized on a gram scale.

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2016-02-23
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