Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1348271 | Tetrahedron: Asymmetry | 2007 | 4 Pages |
Abstract
The highly stereoselective synthesis of enantiopure phosphoranyl alkyl oxiranes has been accomplished by the addition of a nucleophilic stable phosphino(silyl)carbene to chiral aldehydes prepared from (â)-verbenone and d-mannitol, respectively. In the process, two new stereogenic centers are created one of them being on an oxirane quaternary carbon. The excellent Ï-facial diastereoselection of the aldehydes combined with the diastereoselectivity of the carbene addition allowed us to synthesize the title compounds as single stereoisomers with well defined absolute configuration.
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Ona Illa, Ángel Álvarez-Larena, Antoine Baceiredo, Vicenç Branchadell, Rosa M. Ortuño,