Use of RCM Reactions for Construction of Eight-Membered Carbocycles and Introduction of a Hydroxy Group at the Juncture between Five- and Eight-Membered Carbocycles

Model studies for total synthesis of YW3699 were carried out in order to introduce a hydroxy group at the ring juncture between 5- and 8-membered carbocycles. The five-membered ring part hydrazone and aldehyde with a cyclohexane ring were connected by the Shapiro reaction followed by conversion to diketones which were treated with IBX to afford hydroxylated models.

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