Transannular Diels-Alder studies on the asymmetric synthesis of (+)- maritimol

Article abstract of DOI:10.1016/S0040-4020(99)00128-3

Assembly of 13-membered TCC macrocyclic trienes are described and their transannular Diels-Alder reaction are investigated as a model study for the asymmetric synthesis of the ABC-ring system of (+)-maritimol. Albeit the original expectations that the pro-3(S)- and 4(R)-functionalities induce perfect absolute and relative control in the strategic step has not been fully met, a position at pro-12(R) complying with these requirements is recognized.