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 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 f...

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Autores principales: Ismiyarto, Kishi, Nobuki, Adachi, Yuki, Jiang, Rui, Doi, Takahiro, Zhou, Da-Yang, Asano, Kaori, Obora, Yasushi, Suzuki, Takayoshi, Sasai, Hiroaki, Suzuki, Takeyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695919/
https://www.ncbi.nlm.nih.gov/pubmed/35423664
http://dx.doi.org/10.1039/d1ra00915j
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author Ismiyarto,
Kishi, Nobuki
Adachi, Yuki
Jiang, Rui
Doi, Takahiro
Zhou, Da-Yang
Asano, Kaori
Obora, Yasushi
Suzuki, Takayoshi
Sasai, Hiroaki
Suzuki, Takeyuki
author_facet Ismiyarto,
Kishi, Nobuki
Adachi, Yuki
Jiang, Rui
Doi, Takahiro
Zhou, Da-Yang
Asano, Kaori
Obora, Yasushi
Suzuki, Takayoshi
Sasai, Hiroaki
Suzuki, Takeyuki
author_sort Ismiyarto,
collection PubMed
description 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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spelling pubmed-86959192022-04-13 Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins Ismiyarto, Kishi, Nobuki Adachi, Yuki Jiang, Rui Doi, Takahiro Zhou, Da-Yang Asano, Kaori Obora, Yasushi Suzuki, Takayoshi Sasai, Hiroaki Suzuki, Takeyuki RSC Adv Chemistry 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. The Royal Society of Chemistry 2021-03-22 /pmc/articles/PMC8695919/ /pubmed/35423664 http://dx.doi.org/10.1039/d1ra00915j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Ismiyarto,
Kishi, Nobuki
Adachi, Yuki
Jiang, Rui
Doi, Takahiro
Zhou, Da-Yang
Asano, Kaori
Obora, Yasushi
Suzuki, Takayoshi
Sasai, Hiroaki
Suzuki, Takeyuki
Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title_full Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title_fullStr Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title_full_unstemmed Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title_short Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
title_sort catalytic enantioselective intramolecular tishchenko reaction of meso-dialdehyde: synthesis of (s)-cedarmycins
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695919/
https://www.ncbi.nlm.nih.gov/pubmed/35423664
http://dx.doi.org/10.1039/d1ra00915j
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