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The Diels-Alder adduct (+)-3 of 2,4-dimethylfuran and 1-cyanovinyl acetate was converted stereoselectively into benzyl 6-(4-chlorophenylsulfonyl)-1,3-exo,5-trimethyl-7-oxabicyclo[2.2.l]hept-5-en-2-exo-yl (26) and -2-endo-yl ether (36). Addition of LiAIH, to the latter led to the 3-0-benzyl derivatives 28 and 37 of (IRS,2SR,3SR, Introduction. -In the preceding paper [2], we demonstrated that the optically pure Diels-Alder adducts (+)-1 and (-)-2 (naked sugars of the second generation) [3] of 2,4-dimethylfuran [4] to 1 -cyanovinyl (1 R)-camphanate and (1 S)-camphanate, respectively, can be converted with high stereoselectivity into polypropionate fragments with four or five contiguous stereogenic centers. Cross-aldolisations with 7-oxabicyclo-[2.2.l]heptan-2-ones allowed one to generate long-chain polypropionate fragments containing up to eleven contiguous stereogenic centers and tertiary-alcohol moieties. The method relies on the high exo-face selectivity of the reactions of endocyclic n functions of the 7-oxabicyclo[2.2. llheptene systems [5] and on the high regioselectivity of the Bueyer-