Total Synthesis and Structural Reassignment of Aranorosinol A, Aranorosinol B, and EI-2128-1

Herein, we report a concise and collective total synthesis of three natural products aranorosinol A, aranorosinol B, and EI-2128-1 and also the known penicimutanolone. A unified strategy was conceived, which divergently accessed all four congeners within 9-11 steps (LLS) from a common intermediate. Bisoxirane-directed 1,2-addition was utilized as a key step to generate the desired configuration of the C-8 stereocenter of aranorosinol A and B, 28 years after their first isolation, and these were both assigned as S configurations, while the C-4, and C-6, configurations of EI-2128-1 were both determined to be R,R-configurations.