Synlett

Rhenium-catalyzed epoxide deoxygenation: Scope and limitations

KP Gable, EC Brown

Index: Gable, Kevin P.; Brown, Eric C. Synlett, 2003 , # 14 p. 2243 - 2245

Full Text: HTML

Citation Number: 15

Abstract

Abstract Transfer of oxygen atoms from epoxides to triphenylphosphine is efficiently catalyzed by Tp′ ReO 3 [Tp′= hydrido-tris-(3, 5-dimethylpyrazolyl) borate] in benzene at 75-105 ºC. The reaction tolerates a wide variety of functional groups including ketones (conjugated or non-conjugated to the new double bond), esters, nitriles, ethers, silyl ethers and phthalimides. Relative rates vary with substitution pattern and electronics; in general, ...