Protected 4-hydroxycyclopentenones (4-HCPs) are privileged building blocks for organic synthesis. A stereodivergent approach for the synthesis of this class of compounds has been developed via a C2-symmetric diol as the key intermediate. The route features a gram scale synthesis of the key intermediate in four steps using Noyori reduction as the stereogenerating step. The development of above approach and application of the C2-symmetric diol in the production of a library of spatially separate enantioenriched compounds will be presented.                                                    

Synthesis of 4-hydroxycyclopentenone-derived analogs and libraries

248th National Meeting (2014)

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