CYCLIC CONJUGATED ENEDIYNES VIA ELIMINATION OF A THIONOCARBONATE IN A LATENT Z-HEX-3-ENE-1, 5-DIYNE UNIT

The common sugar dulcitol is transformed into a hex- 1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.