Since the discovery of spiroxin A in 1999, its biological properties have been little explored despite its promising bioactivity against ovarian cancer cells. This discrepancy may be explained by spiroxin A's limited availability, either through total synthesis or by isolation from natural sources. Spiroxin A has proven synthetically challenging due to its six stereogenic centers within a twenty-carbon framework. Previously, our laboratory developed a novel asymmetric synthesis of an important chiral precursor to spiroxin A. The research presented tests the versatility of this novel asymmetric synthetic method by synthesizing two analogues of the chiral precursor en route to the synthesis of spiroxin A and other structurally related compounds.

Testing the versatility of a catalytic asymmetric method to prepare enantioenriched tertiary naphthoquinols

247th National Meeting (2014)

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