Ds. Brown et al., EPOXIDATION WITH DIOXIRANES DERIVED FROM 2-FLUORO-2-SUBSTITUTED-1-TETRALONES AND 2-FLUORO-2-SUBSTITUTED-1-INDANONES, Tetrahedron, 51(12), 1995, pp. 3587-3606
Homochiral 2-fluoro-2-substituted-1-tetralones (10a, 10b, 13) and ethy
l 2-fluoro-1-indanone-2-carboxylate (16) have been isolated. The dioxi
rane derivatives of these ketones have been prepared in situ, and have
been shown to epoxidise alkenes but not enantioselectively. The dioxi
rane derivative of methyl 2,5,7-trifluoro-1-indanone-2-carboxylate (18
) has been shown to be comparatively efficient in epoxidation.