Nodulisporacid A was reported to exist as a 1:1 equilibration mixture of the (E)- and (Z)-isomers. However the stereochemistry at the three asymmetric centers of Nodulisporacid A remained unclear. We report a synthesis of four stereoisomers of Nodulisporacid A by the concise approach which includes the three-component reaction.Urechitol A has a novel and unique structure, incorporating a highly functionalized cycloheptane ring with two oxygen bridges. Recently, we synthesized racemic Urechitol A  using a [4+3] cycloaddition as a key reaction.

Short and efficient syntheses of oxacyclic natural products-Nodulisporacid A and Urechitol A

243rd National Meeting (2012)

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