Mam. Fuhry et al., SYNTHESIS OF MEDIUM RING ETHERS .4. STEREOSELECTIVE CLAISEN-MEDIATED RING EXPANSION AS A ROUTE TO HOMOCHIRAL DISUBSTITUTED MEDIUM RING LACTONES, Journal of the Chemical Society. Perkin transactions. I, (22), 1993, pp. 2743-2746
Thermal elimination/Claisen rearrangement of selenoxides derived from
the enantiomerically pure phenyl-selenomethyl-substituted cyclic aceta
ls 4 and 8 proceeds stereospecifically to provide the homochiral 8- an
d 7-membered lactones 5 and 9 respectively.