Synthesis of the Tetrahydrofuran Ring Part of a Marine Toxin Polycavernoside-A

Article abstract of DOI:10.1246/cl.1994.2143

Construction of the tetrahydrofuran ring part of polycavernoside A, which has been isolated as one of toxic principles from the red alga Polycavernosa tsudai, is described starting from 2,2-dimethylpropane-1,3-diol.The synthesis involves the Sharpless epoxidation and the Evans procedure for introduction of the three chiral centers.