INTRAMOLECULAR CYCLIZATIONS OF ORGANOMETALLIC COMPOUNDS V. 6,6-BIS(DIETHYLALUMINUM)-1-HEXENES TO SUBSTITUTED CYCLOPENTANES.

Article abstract of DOI:10.1016/S0040-4039(00)85560-4

3-Substituted-hex-1-en-5-ynes were cyclized by treatment with diethylaluminum hydride; in hydrocarbon/ether solvent, trans-2-substituted-methylcyclopentane is produced, while in the absence of ether, the product is 2-substituted-methylenecyclopentane.Yields are 69percent to 76percent.