4.8 Article

Asymmetric total synthesis of (-)-agelastatin A using sulfinimine (N-sulfinyl imine) derived methodologies

Journal

ORGANIC LETTERS
Volume 7, Issue 4, Pages 621-623

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol047634l

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Funding

  1. NIGMS NIH HHS [GM 57870] Funding Source: Medline

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The asymmetric synthesis of the cytotoxic marine metabolite (-)-agelastatin A (1) has been achieved from the C-ring intermediate 4,5-diamino cyclopenten-2-enone (-)-2. This key intermediate was efficiently prepared from the sulfinimine-derived alpha,beta-diamino ester 4 using ring-closing metathesis.

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