A regiocontrolled synthesis of the macrocyclic polyamine alkaloid (+/-)-lunarine is described. The key steps involve the preparation of the differentially functionalised cis-3-oxo-8-bromo-9b-cyano-1,2,3,4,4a,9b-hexahydrobenzofuranyl tricyclic scaffold 14 which, following further elaboration, is coupled to the selectively protected acrylamidospermidine dagger 5 via a Heck coupling reaction to give the pre-cyclised lunarine derivative 23.
|Number of pages||9|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 2002|
- ALKYL ARYL ETHERS
- OXIDATIVE STRESS