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Striking antibiotic and cytotoxic properties are exhibited by the products 3 and derivatives thereof. Compounds 3 are obtained in good yields from the chiral diene streptazolin 1 (R3 H) and naphthoquinones 2. The low endo-/exo-selectivity and diastereofacial selectivity of the cycloaddition are, by way of exception, an advantage; they make a number of isomers accessible for the screening of natural products. (R1, R2 H, OH, OAc; R3 H, Ac, SiMe2tBu.)
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Grabley et al. (1987) studied this question.
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