An Acid-Catalyzed Epoxide Ring-Opening/Transesterification Cascade Cyclization to Diastereoselective Syntheses of (±)-β-Noscapine and (±)-β-Hydrastine
| Autor: | Xinjing Song, Jihui Li, Dongmei Zhao, Jiaxin Meng, Maosheng Cheng, Yang Zheng, Yongxiang Liu, Tianxiao Wu, Qiaohua Qin |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Tetrahydroisoquinoline Stereochemistry Organic Chemistry Epoxide Transesterification 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Hydrastine 0104 chemical sciences Phthalide chemistry.chemical_compound chemistry Intramolecular force medicine Stereoselectivity Physical and Theoretical Chemistry medicine.drug |
| Zdroj: | Organic letters. 21(17) |
| ISSN: | 1523-7052 |
| Popis: | An acid-catalyzed stereoselective epoxide ring-opening/intramolecular transesterification cascade cyclization reaction and N-Boc deprotection was found to be a successful strategy to construct the phthalide tetrahydroisoquinoline skeleton in one pot. Based on this strategy, the unified and highly diastereoselective routes for the total syntheses of (±)-β-Noscapine and (±)-β-Hydrastine were exploited. |
| Databáze: | OpenAIRE |
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