On treatment of active I with ethoxyethynylmagnesium'bromide and work-up of the reaction mixtureaC racemic IV was. obtained. Since it was expected that active IV would be obtained, further study of the rearrangement was undertaken. By careful treatment of a similar reaction mixture with cold water, I1 was obtained in optically active form when active I was used. Because of experimental difficulties in handling 11, no pure isomer was obtained. Hence, ...
