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The intramolecular Diels-Alder reactions of trienes 4-7 were studied to evaluate the ability of diene (TMS, Br) and dienophile (CHO, C02Me) substituents to influence Diels-Alder stereoselectivity and thereby define the optimal precursor to the bottom half of chlorothricolide.

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Pseudo-β-Dl-galactopyranose and pseudo-α-Dl-altropyranose pentaacetates (10 and 11) were obtained in a seven step reaction starting from Dl-1,2-O-cyclohexylidene-5-deoxy-chiro-inositol (2).

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