期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 4, 页码 1479-1484出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201912023
关键词
asymmetric oxidation; chiral hypervalent iodine compounds; organocatalysis; oxidation; stereoselective synthesis
资金
- DFG
- Fonds der Chemischen Industrie (FCI)
A widely applicable triazole-substituted chiral aryl iodide is described as catalyst for enantioselective oxidation reactions. The introduction of a substituent in ortho-position to the iodide is key for its high reactivity and selectivity. Besides a robust and modular synthesis, the main advantage of this catalyst is the excellent performance in a plethora of mechanistically diverse enantioselective transformations, such as spirocyclizations, phenol dearomatizations, alpha-oxygenations, and oxidative rearrangements. DFT-calculations of in situ generated [hydroxy(tosyloxy)iodo]arene isomers give an initial rational for the observed reactivity.
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