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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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
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Language:English
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Chemical synthesis
Chemistry
Crystallography
Enantiomers
Iridium compounds
Lactones
NMR
Nuclear magnetic resonance
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cited_by cdi_FETCH-LOGICAL-c402t-921da6bfea299b1353d61e5ed1712dc19547dc029a667a45206de42fcf424b663
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container_issue 19
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container_title RSC advances
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creator Ismiyarto
Kishi, Nobuki
Adachi, Yuki
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Obora, Yasushi
Suzuki, Takayoshi
Sasai, Hiroaki
Suzuki, Takeyuki
description 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.
doi_str_mv 10.1039/d1ra00915j
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subjects Chemical synthesis
Chemistry
Crystallography
Enantiomers
Iridium compounds
Lactones
NMR
Nuclear magnetic resonance
title Catalytic enantioselective intramolecular Tishchenko reaction of meso -dialdehyde: synthesis of ( S )-cedarmycins
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