Enantioselective Chemical Syntheses of the Furanosteroids (-)-Viridin and (-)-Viridiol

Herein we describe concise enantioselective chemical syntheses of (-)-viridin and (-)-viridiol.,Our convergent approach couples two achiral fragments of similar complexity and employs an enantioselective intramolecular Heck reaction to set the absolute stereo chemical configuration of an all-carbon quaternary stereo center. To complete the syntheses of these base- and nucleophile-sensitive natural products, we conduct carefully orchestrated site- and diastereoselective oxidations and other transformations. Our work is the first to generate these targets as single enantiomers.