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
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