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A synthesis of hortonones A-C has been accomplished from vitamin D 2 via the Inhoffen-Lythgoe diol without the use of protective groups. Key steps in the syntheses include a TMS-diazomethane mediated regioselective homologation of the cyclohexanone ring to a cycloheptanone moiety and a sodium naphthalenide-mediated allylic alcohol transposition. It has been found that the absolute configuration of the natural hortonones is opposite that of the synthetic material prepared from vitamin D 2 .

A protecting group-free synthesis of (−)-hortonones A–C from the Inhoffen–Lythgoe diol