Abstract

A straightforward route to isomurralonginol ( 1) from umbelliferone (4 steps, 59% yield) is described. Isomurralonginol is used as the key intermediate in the preparation of isomurralonginol acetate ( 2) (1 step, 94% yield), murralongin ( 3) (1 step, 75% yield) and microminutin (2 steps and 38% yield). The synthesis of microminutin involves the selenolactonization of α, β-substituted vinyl acetic acid ( 12) (50% yield) with spontaneous elimination of the selenyl moiety, without oxidation, to the unsaturated lactone.

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