Due to potent antimicrobial activity against gram-positive bacteria, the natural product Griseusin has attracted attentions from the synthetic organic chemistry community. In this regard, we envisioned a convergent asymmetric route for the synthesis of the natural product of Forosaminyl-Griseusin A. The synthesis of the key spiroketal-pyran ring system is viewed as occurring through the Yamaguchi esterification of a carboxylic acid with a beta-hydroxyl nitrile naphthanoquinone, followed by a metal halogen exchange and acid catalyzed spiroketal formation. Three Sharpless asymmetric dihydroxylations are used to install the molecule’s asymmetry. Our progress towards this end will be described.<br/>

Towards the total synthesis of forosaminyl-griseusin A

256th National Meeting (2018)

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