Acid-catalyzed Rearrangement of Epoxy Alcohol Derivatives Having the Electron-withdrawing Protective Groups (Acyl or Sulfonyl) : Asymmetric Synthesis of Chiral Quaternary Carbon and Spiro Centers and Its Application to Natural Products Synthesis
Acid-catalyzed Rearrangement of Epoxy Alcohol Derivatives Having the Electron-withdrawing Protective Groups (Acyl or Sulfonyl) : Asymmetric Synthesis of Chiral Quaternary Carbon and Spiro Centers and Its Application to Natural Products Synthesis
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具有吸电子保护基团（酰基或磺酰基）的环氧醇衍生物的酸催化重排：手性季碳和螺环中心的不对称合成及其在天然产物合成中的应用
DOI：
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发表时间：
2003
期刊：
影响因子：
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通讯作者：
Y. Kita
中科院分区：
文献类型：
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作者：
H. Fujioka;Y. Yoshida;Y. Kita
具有吸电子保护基如酰基或磺酰基的1，2-环氧醇衍生物的重排反应已经发展到导致手性季碳中心和螺环中心的不对称构建。这种新型重排的成功取决于保护基的吸电子性质。该方法已应用于fredericamycin A、（+）-（S）-sporochnol A、（-）-aphanorphine和（-）-a-herbertenol等天然产物的不对称合成。
Rearrangements of 1, 2-epoxy alcohol derivatives having electron-withdrawing protective groups such as acyl or sulfonyl group have been developed leading to the asymmetric construction of chiral quaternary carbon centers and spiro centers. The success of the novel rearrangements here depends on the electron-withdrawing property of the protective groups. The methods were applied to the asymmetric syntheses of several natural products such as fredericamycin A, (+) - (S) -sporochnol A, (-) -aphanorphine, and (-) -a-herbertenol.