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Highly Enantioselective Cross-Electrophile Aryl-Alkenylation of Unactivated Alkenes

机译:未活化的烯烃的高度对映选择性交电亲电子芳烷基

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摘要

Enantioselective cross-electrophile reactions remain a challenging subject in metal catalysis, and with respect to data, studies have mainly focused on stereoconvergent reactions of racemic alkyl electrophiles. Here, we report an enantioselective cross-electrophile aryl-alkenylation reaction of unactivated alkenes. This method provides access to a number of biologically important chiral molecules such as dihydrobenzofurans, indolines, and indanes. The incorporated alkenyl group is suitable for further reactions that can lead to an increase under mild conditions at room temperature, and an easily accessible chiral pyrox ligand is used to afford products with high enantioselectivity. The synthetic utility of this method is demonstrated by enabling the modification of complex molecules such as peptides, indometacin, and steroids.
机译:对映选择性交叉亲电反应在金属催化中仍然是一个挑战性的课题,关于数据,研究主要集中在外消旋烷基亲电体的立体收敛反应。在这里,我们报道了未活化烯烃的对映选择性交亲电芳基烯基化反应。该方法提供了对许多生物学上重要的手性分子的访问,例如二氢苯并呋喃,二氢吲哚和茚满。掺入的烯基适合于进一步的反应,该反应可导致在室温下在温和条件下增加,并且使用易于获得的手性吡咯配体来提供具有高对映选择性的产物。通过修饰复杂的分子(例如肽,吲哚美辛和类固醇)可以证明该方法的合成效用。

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  • 来源
    《Journal of the American Chemical Society》 |2019年第18期|7637-7643|共7页
  • 作者单位

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

    Lanzhou Univ, Coll Chem & Chem Engn, SKLAOC, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China;

  • 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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