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

The first successful example of a catalytic enantioselective intramolecular Tishchenko reaction of a -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...

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Bibliographic Details
Published in:RSC advances 2021-03, Vol.11 (19), p.11606-11609
Main Authors: Ismiyarto, Kishi, Nobuki, Adachi, Yuki, Jiang, Rui, Doi, Takahiro, Zhou, Da-Yang, Asano, Kaori, Obora, Yasushi, Suzuki, Takayoshi, Sasai, Hiroaki, Suzuki, Takeyuki
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Crystallography
Enantiomers
Iridium compounds
Lactones
NMR
Nuclear magnetic resonance
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Summary:The first successful example of a catalytic enantioselective intramolecular Tishchenko reaction of a -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 ( )-cedarmycins A and B.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra00915j