Two approaches to the sesterterpenoid phospholipase A2 inhibitors seco--manoalide (3) and manoalide (1) are described based on carbometallation of propargylic alcohols to generate the functionalised C6–C7 trisubstituted alkene. Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted-5-hydroxy-2 (5H)-furanone moiety.
![2-trimethylsilyl-4-[(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl]-furan Structure](https://image.chemsrc.com/caspic/182/110202-12-5.png)
