Abstract

A concise and facile diastereoselective first total synthesis of bicyclic styryl lactone 1 is described in nine steps. This biologically active bicyclic styryl lactone was obtained in 8% overall yield from cinnamaldehyde 2 and (R)-3-hydroxyhex-5-enoic acid 3. Jacobsen resolution, Pinnick oxidation and Prins cyclisation reactions are the key steps involved in the synthesis.

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