Synthesis of the Macrocyclic Core of Leiodermatolide

Synthesis of the Macrocyclic Core of Leiodermatolide

The macrocyclic core (2) of the marine macrolide leiodermatolide (1) has been synthesized in 19 steps through a convergent strategy exploiting boron aldol methodology to install the requisite stereochemistry and a selective Stille coupling reaction for controlled fragment assembly, followed by a Yam...

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Veröffentlicht in:Organic letters 2011-08, Vol.13 (16), p.4398-4401
Hauptverfasser: Paterson, Ian, Paquet, Tanya, Dalby, Stephen M
Format: Artikel
Sprache:eng
Schlagworte:
Macrolides - chemical synthesis
Molecular Structure
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Zusammenfassung:The macrocyclic core (2) of the marine macrolide leiodermatolide (1) has been synthesized in 19 steps through a convergent strategy exploiting boron aldol methodology to install the requisite stereochemistry and a selective Stille coupling reaction for controlled fragment assembly, followed by a Yamaguchi macrolactonization and carbamate introduction at the C9-OH.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2017388