Cationic Co(III)(salen)-catalyzed enantioselective Baeyer–Villiger oxidation of 3-arylcyclobutanones using hydrogen peroxide as a terminal oxidant
✍ Scribed by Tatsuya Uchida; Tsutomu Katsuki
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 72 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
A cationic Co(III)(salen) complex of cis-b-structure was found to serve as an efficient catalyst for asymmetric Baeyer-Villiger reaction of 3-substituted cyclobutanone using hydrogen peroxide as a terminal oxidant. Good enantioselectivity up to 78% ee was achieved.
📜 SIMILAR VOLUMES
R,R)-Di-m-oxo Ti(salen) 4 was found to serve as an efficient catalyst for asymmetric oxidation of various sulfides with hydrogen peroxide. For example, oxidation of methyl phenyl sulfide by using 4 as the catalyst in the presence of a urea•H 2 O 2 adduct showed high enantioselectivity of 94% ee. The
The mechanisms of the title reaction have been studied by density functional theory (DFT) method. Two possible reaction channels, including the non-catalyzed channel (channel 1) and the catalyzed channel promoted by peroxo tungsten compound (channel 2), have been studied at the B3LYP/[LANL2DZ/6-31G(