Concise Synthesis of Yashabushidiol A and (+/-)-Diospongin A

Abstract

Synthesis of (+/-)-diospongin A has been achieved from the (2SR,4RS)-pentane-1,2,4,5-tetraol in six steps. An intermediate has also been converted into yashabushidiol A. This work features a desymmetric cyclization and reduction of a meso-1,7-diarylheptanoid precursor to furnish the desired cis-2,6-disubstituted tetrahydropyran.