4.7 Article

Rhodium(i)-catalyzed C-S bond formation via enantioselective carbenoid S-H insertion: catalytic asymmetric synthesis of α-thioesters

期刊

ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 13, 页码 3467-3472

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00164k

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资金

  1. National Natural Science Foundation of China [21971103]
  2. Shenzhen Science and Technology Innovation Commission [JCYJ20200109141408054]
  3. Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]

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In this study, the first rhodium(I)-catalyzed asymmetric carbene insertion approach for C-S bond formation was developed using a chiral diene as a ligand. This method allows the synthesis of a range of potentially valuable alpha-thioesters in high yields with moderate to good enantioselectivities under mild conditions.
Asymmetric construction of C-S bonds through transition-metal catalysis is a challenging subject. By using chiral diene as the ligand, we have developed the first rhodium(i)-catalyzed asymmetric carbene insertion approach for C-S bond formation to access sulfur-substituted stereocenters under mild conditions, allowing the facile synthesis of a range of potentially valuable alpha-thioesters in high yields with moderate to good enantioselectivities.

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