Stereoselective Synthesis of Northern Fragment of Eribulin Mesylate from d-Mannose

Stereoselective Synthesis of Northern Fragment of Eribulin Mesylate from d-Mannose

Abstract Stereoselective synthesis of northern fragment of eribulin mesylate is reported by coupling of the C1–C13 fragment with the C28–C35 fragment. The key steps involved in this synthesis are butyllithium-facilitated coupling between sulfone and aldehyde, then Dess–Martin periodinane oxidation f...

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Veröffentlicht in:Synthesis (Stuttgart) 2018-05, Vol.50 (9), p.1901-1906
Hauptverfasser: Gaddam, Vikram, Nadella, Lavanya, Sukumar, Genji, Mainkar, Prathama S., Chandrasekhar, Srivari
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Stereoselective synthesis of northern fragment of eribulin mesylate is reported by coupling of the C1–C13 fragment with the C28–C35 fragment. The key steps involved in this synthesis are butyllithium-facilitated coupling between sulfone and aldehyde, then Dess–Martin periodinane oxidation followed by samarium(II) iodide mediated desulfonylation.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0036-1591769