Thermolides D and E: Total Synthesis and Stereochemical Revision

Using stereochemical insights and synthetic chemistry principles, we successfully achieved the total synthesis of two diastereomers of thermolide D, as well as the proposed structure of thermolide E. By comparing their NMR spectra and demonstrating coelution of the synthetic and natural products on a semipreparative HPLC column, we confirmed the correct structures of thermolides D and E. Additionally, the stereochemical approach used in this study provides a reliable framework for future structural determinations of fungal-derived polyketides.

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Publication Details

Journal
Organic Letters
Published
2025-06-17
DOI
https://doi.org/10.1021/acs.orglett.5c01326
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Thermolides D and E: Total Synthesis and Stereochemical Revision

Yian Guo, Feipeng Han, Chenqi Wang, Wenquan Peng et al.
Organic Letters
Microbial Natural Products and Biosynthesis
article

Thermolides D and E: Total Synthesis and Stereochemical Revision

Yian Guo, Feipeng Han, Chenqi Wang, Wenquan Peng, Atsushi Minami, Hideaki Oikawa, Tao Ye, Junyang Liu
article en

Abstract

Using stereochemical insights and synthetic chemistry principles, we successfully achieved the total synthesis of two diastereomers of thermolide D, as well as the proposed structure of thermolide E. By comparing their NMR spectra and demonstrating coelution of the synthetic and natural products on a semipreparative HPLC column, we confirmed the correct structures of thermolides D and E. Additionally, the stereochemical approach used in this study provides a reliable framework for future structural determinations of fungal-derived polyketides.

Organic LettersVol. 27(30)
Tokyo Institute of Technology (JP), Hokkaido University (JP), Lifetech Scientific (China) (CN), Peking University Shenzhen Hospital (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province, Department of Education of Guangdong Province, Japan Society for the Promotion of Science
Openalex Percentile: Top 84%
Microbial Natural Products and Biosynthesis
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