Enantiodivergent Steglich rearrangement of O-carboxylazlactones catalyzed by a chirality switchable helicene containing a 4-aminopyridine unit† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc02646j Click here for additional data file
Autor: | Chen, Chien-Tien, Tsai, Cheng-Che, Tsou, Pei-Kang, Huang, Gou-Tao, Yu, Chin-Hui |
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Jazyk: | angličtina |
Rok vydání: | 2016 |
Předmět: | |
Zdroj: | Chemical Science |
ISSN: | 2041-6539 2041-6520 |
Popis: | Chirality-switchable, 4-aminopyridine-based, pseudo-enantiomeric helicenes can catalyze enantiodivergent Steglich rearrangement in up to 91% ee (R) and 94% ee (S), respectively. A pseudo-enantiomeric pair of optically switchable helicenes containing a catalytic 4-N-methylaminopyridine (MAP) bottom unit and a C 2-symmetric, (10R,11R)-dimethoxymethyl-dibenzosuberane top template was synthesized. They underwent complementary photoswitching at 290 nm (P/M′, 99) and 340 nm (P/M′, 91/9) and unidirectional thermo-rotation at 130 °C (P/M′, >99/ |
Databáze: | OpenAIRE |
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