Synthesis of an advanced intermediate of the jatrophane diterpene Pl-4: A dibromide coupling approach

Article abstract of DOI:10.1021/jo401480t

The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within this Article is suitable for the facile access of sterically hindered internal vinyl halides for further coupling reactions.