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A three-step sequence involving an imino ester heterocycloaddition, stereoselective epoxidation of the adduct 4 and subsequent toluene-p-sulphonic acid-promoted rearrangement afforded the 6-azabicyclo[3.2.1]octane 7 in excellent overall yield; elaboration of this 6-azabicyclo[3.2.1]octane skeleton to (±)-actinobolamine is described.
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Holmes et al. (1990) studied this question.
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