Enantioselective epoxidation of chalcones and naphthoquinones mediated by (+)-norcamphor-derived hydroperoxide
β Scribed by Alessandra Lattanzi; Maria Cocilova; Patrizia Iannece; Arrigo Scettri
- Book ID
- 108283850
- Publisher
- Elsevier Science
- Year
- 2004
- Tongue
- English
- Weight
- 285 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0957-4166
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## Abstract A functionalized tertiary furyl hydroperoxide derived from (__S__)βnorcamphor has been easily synthesized in good yield and in a highly diastereoselective manner. Good to high enantioselectivities (up to 99β% __ee__) and acceptable to good yields (up to 86β%) were achieved for the sulfo
L-Proline-derived hydroperoxide (Γ)-2, which was obtained from the corresponding diketopiperazine by irradiation under oxygen atmosphere, was applied to the oxidation of a variety of sulfides and asymmetric Weitz-Scheffer epoxidations of cyclic and acyclic enones. The sulfoxidation, however, gave on