Author/Authors :
Compernolle، نويسنده , , Frans and Mao، نويسنده , , Hua and Tahri، نويسنده , , Abdellah and Kozlecki، نويسنده , , Tomasz and Van der Eycken، نويسنده , , Erik and Medaer، نويسنده , , Bart and Hoornaert، نويسنده , , Georges J، نويسنده ,
Abstract :
The epoxides derived from 5H-dibenzo[a,d]cycloheptene and its 2-fluoro derivative were converted to trans-fused hydrofurans 4a,b (55 and 44% overall yields) via a five-step sequence, i.e. (i) epoxide ring opening using propargylmagnesium bromide, (ii) mercury(II)-induced cyclisation and in situ bromination to give the bromomethylene substituted hydrofurans, (iii, iv) acid catalysed hydration and stereoselective reduction of the hemiacetal intermediates, and (v) base promoted cyclisation.
