一叶萩碱的接力全合成
THE FORMAL TOTAL SYNTHESIS OF SECURININE
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摘要: 本文在前人工作的基础上,以天然一叶萩碱降解的α-羟酮(Ⅱ)为原料,经酰化、溴化、消除、缩合等反应,成功地合成了一叶萩碱(Ⅰ)。该合成物与天然一叶萩碱的熔点接近,核磁共振谱及红外光谱完全一致,因此本文为一接力全合成。Abstract: Securinine (Ⅰ) was synthesized using α-ketol (Ⅱ) as the starting material by acetylation, bromination, elimination and condensation. The IR, 1HNMR and melting point of the synthetic product is identical with those of naturalsecurinine.The α-ketol (Ⅱ) was obtained by degrading natural securinine instead of a multi-step synthesis. Thus, this work constitutes a formal total synthesis of securinine using Ⅱ as a relay.
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