Total synthesis of irciniastatin A

Abstract

The total synthesis of (+)-irciniastatin A (psymberin) is reported in 19 steps and 6% overall yield. Key reactions include a highly convergent enolsilane-oxocarbenium ion union to generate the C8-C25 fragment and a late-stage coupling of a hemiaminal and acid chloride to complete the synthesis. In addition, efforts toward a second generation formal synthesis are described

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