4.8 Article

Au(I)-Catalyzed Cyclization/Semipinacol Rearrangement Reaction of Allenes to Construct Quaternary Carbon-Containing Scaffolds

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ORGANIC LETTERS
卷 22, 期 18, 页码 7073-7077

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02262

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资金

  1. National Natural Science Foundation of China [21472077, 21772071]
  2. Fundamental Research Funds for the Central Universities [lzujbky-2018-134]
  3. Department of Education of Guangdong Province [2017KTSCX185, 2017KSYS010, 2016KCXTD005, 2019KZDXM035]

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The development of methods toward the construction of quaternary carbon centers has been a hot topic in recent years. In this work, an Au(I)-catalyzed intramolecular cyclization/semipinacol rearrangement of allene-containing allylic silyl ether was developed to provide a direct strategy for the construction of multisubstituted cyclohexene-type compounds with a quaternary carbon center in moderate to good yields. In particular, this method provides an alternative synthetic strategy for the construction of a multisubstituted spirocyclo[4.5]decane skeleton and may be applied to the synthesis of related bioactive molecules and their derivatives, thus facilitating the corresponding functional studies.

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