Total Syntheses of (-)-Conduritol B ((-)-1L-Cyclohex-5-ene-1,3/2,4-tetrol) and of (+)-Conduritol F ((+)-1D-Cyclohex-5-ene-1,2,4/3-tetrol). Determination of the Absolute Configuration of (+)-Leucanthemitol

Article abstract of DOI:10.1002/hlca.19900730118

The 'naked sugar' (+)-(1R,2R,4R)-2-endo-cyano-7-oxabicyclo<2.2.1>hept-5-en-2-exo-yl acetate ((+)-4) was converted (7 steps , 45percent overall) with high stereoselectivity into (-)-(4R,5S,6R)-4,5,6-tris(<(tert-butyl)dimethylsilyl>oxy)cyclohex-2-en-1-one (