Total synthesis of (−)-depyranoversicolamide B
Autor: | Lin-Feng Deng, Tao Xiao, Da-Wei Zhang, Yabo Wang, Wen-Fang Qin, Yong Qin |
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Rok vydání: | 2015 |
Předmět: |
Neoprene
Indoles Molecular Structure Depyranoversicolamide B Stereochemistry Metals and Alloys Total synthesis General Chemistry Ring (chemistry) Amides Catalysis Indole Alkaloids Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound chemistry Indoline Materials Chemistry Ceramics and Composites Moiety Pyrroles Oxindole |
Zdroj: | Chemical Communications. 51:16143-16146 |
ISSN: | 1364-548X 1359-7345 |
DOI: | 10.1039/c5cc05877e |
Popis: | Starting from easily prepared (R)-C3-isoprenylated pyrroloindoline, the C3-isoprenylated indolyl diketopiperazine is prepared by an efficient reductive opening of the pyrrolo ring, and undergoes biomimetic Diels-Alder reaction to generate an anti-adduct as a sole stereoisomer. Oxidation of the indoline moiety to oxindole completes the synthesis of (-)-depyranoversicolamide B. |
Databáze: | OpenAIRE |
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