4.6 Article

Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins

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RSC ADVANCES
卷 11, 期 19, 页码 11606-11609

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra00915j

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资金

  1. JSPS KAKENHI [26410047, 17K05784, 20K05494]
  2. Uehara Memorial Foundation
  3. Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials in Network Joint Research Center for Materials and Devices from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT) [20194015]
  4. Grants-in-Aid for Scientific Research [20K05494, 17K05784, 26410047] Funding Source: KAKEN

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The study describes the first successful example of a catalytic enantioselective intramolecular Tishchenko reaction, leading to the formation of chiral lactones in good yields with up to 91% ee. These enantioenriched lactones were then used for the first synthesis of (S)-cedarmycins A and B.
The first successful example of a catalytic enantioselective intramolecular Tishchenko reaction of a meso-dialdehyde in the presence of a chiral iridium complex is described. Chiral lactones were obtained in good yields with up to 91% ee. The obtained enantioenriched lactones were utilized for the first synthesis of (S)-cedarmycins A and B.

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