4.8 Article

Total Synthesis of Irciniastatin A (Psymberin)

Journal

ORGANIC LETTERS
Volume 11, Issue 17, Pages 3990-3993

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol901655e

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Funding

  1. National Institute of General Medical Sciences [GM60567]

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The total synthesis of (+)-iriciniastatin 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.

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