Abstract The acetylenic diol 2, prepared by reaction of but-3-yn-2-ol dianion with 2, 6, 6- trimethyl-4, 4-ethylenedioxy-cyclohex-2-en-1-one (1), afforded 3, 5, 5-trimethyl-4-(2- butenylidene)-cyclohex-2-en-1-one (4), a major constituent of Burley tobacco flavour, upon LiAlH 4 reduction and hydrolysis. Vomifoliol (5) and blumenol C (6) were major by-products in this reaction.
![7,9,9-trimethyl-1,4-dioxaspiro[4.5]dec-6-en-8-one Structure](https://image.chemsrc.com/caspic/122/14203-64-6.png)
