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Gold-Catalyzed One-Step Practical Synthesis of Oxetan-3-ones from Readily Available Propargylic Alcohols

机译:黄金催化的一步法从易得的丙炔醇中实际合成环氧乙烷-3-酮

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摘要

Oxetan-3-ones contain a strained four-membered ring and possess considerable synthetic/medicinal utility. They have been incorporated into steroid skeletons, used to prepare oxetanocin derivatives, and converted into 3-aminooxetanes including 3-ami-nooxetane-3-carboxylic acid. Moreover, Rogers-Evans, Carreira and co-workers have shown that the oxetane ring can serve as a surrogate of a gem-dimethyl group, resemble a carbonyl group, and offer alternatives to 1,3-heteroatom-substituted cyclohexanes in spirocyclic structures in drug discovery; in these studies, the parent oxetan-3-one serves as an essential starting material for introducing the oxetane ring.
机译:Oxetan-3-ones含有一个拉紧的四元环,并具有相当大的合成/医药用途。它们已被掺入类固醇骨架中,用于制备氧杂环丁烷衍生物,并转化为3-氨基氧杂环丁烷,包括3-氨基-氧杂环丁烷-3-羧酸。此外,Rogers-Evans,Carreira及其同事表明,氧杂环丁烷环可以用作宝石-二甲基基团的替代物,类似于羰基基团,并提供了在螺环结构中被1,3-杂原子取代的环己烷的替代物。药物发现;在这些研究中,母体氧杂环丁烷-3-酮是引入氧杂环丁烷环的必要原料。

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  • 来源
    《Journal of the American Chemical Society》 |2010年第25期|P.8550-8551|共2页
  • 作者单位

    Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106;

    Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106;

    Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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  • 正文语种 eng
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