SYNTHESIS AND STRUCTURE OF FUNCTIONALIZED CYCLODODECADIYNES AND CYCLODODECADIENES

The cyclododecadiynes 3b-d, 8b-d, and 10b-c with functionalities in tw o propargylic positions, as well as the monofunctionalized diyne 13b h ave been prepared from simple open-chain building blocks. In the DMPU (= N,N'-dimethylpropyleneurea)-assisted ring-closing alkylation of 1,7 -diynes, the twelve-membered ring compounds have been prepared in yiel ds of 16-55%. The preparation of the diene-diyne 15 and the cyclododec a-5,11-diyne-1,4-dione 18 are described.