The stereoselective syntheses of 1-aryl-1,6-dideoxyinositol derivatives

This Letter describes the first report of a highly stereoselective synthesis of triethereal cyclohexanones via copper(I) mediated 1,4-addition of organometallic reagents to glucose-derived triethereal cyclohexenone. The cyclohexanones generated can be reduced with modest stereoselectivity to afford a variety of substituted inositol derivatives as potential pyranose sugar mimetics. The protocol generated a range of substituted cyclohexanones in good yield as single stereoisomers.