4.8 Article

Diastereoselective Construction of Eight-Membered Carbocycles through Palladium-Catalyzed C(sp3)-H Functionalization

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ORGANIC LETTERS
卷 23, 期 4, 页码 1269-1274

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04244

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  1. National Natural Science Foundation of China [21971196, 21672162]
  2. Shanghai Science and Technology Commission [14DZ2261100]

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A palladium-catalyzed cross-coupling reaction has been developed for the synthesis of eight-membered carbocycles, featuring C(sp(3))-H activation and the formation of two C-C bonds with excellent diastereoselectivity. This reaction provides a new strategy for constructing eight-membered carbocycles and yields novel chiral scaffolds.
A palladium-catalyzed cross-coupling reaction of 2-alkylphenyl bromides with biphenylene has been developed. The reactions formed eight-membered carbocycles through C(sp(3))-H activation and the formation of two C-C bonds, and the chiral products were obtained with excellent diastereoselectivity. The reaction provides a new strategy for the construction of eight-membered carbocycles, and the products represent a novel type of chiral scaffold.

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