The primary goal of total synthesis is to develop an efficient and enantioselective manner of synthesizing natural products, which exhibit some form of biological activity that can further enhance the quality of human life. The synthesis of cryptocaryolone and cryptocaryolone diacetate from the homoallylic alcohol will be discussed. The a-C-glycoside moiety present in the caged bicyclic structure of cryptocaryolone was prepared by oxocarbenium chemistry, while the syn-1,3-diol was installed via Wacker oxidation and directed reduction of the homoallylic alcohol precursor.

Efforts toward the total synthesis of cryptocaryolone and cryptocaryolone diacetate via oxocarbenium chemistry

245th National Meeting (2013)

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