An Efficient Synthesis of the Fully Elaborated Isoindolinone Unit of Muironolide A

An Efficient Synthesis of the Fully Elaborated Isoindolinone Unit of Muironolide A

An efficient stereocontrolled construction of the fully substituted isoindolone subunit of muironolide A is described. The approach is centered on the intramolecular Diels–Alder reaction between the enol form of the β-keto amide and an α,β,γ,δ-unsaturated ester, followed by the installation of the c...

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Veröffentlicht in:Organic letters 2013-07, Vol.15 (13), p.3314-3317
Hauptverfasser: Xiao, Qing, Young, Kyle, Zakarian, Armen
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cyclization
Cyclohexenes - chemistry
Esters
Isoindoles - chemical synthesis
Isoindoles - chemistry
Stereoisomerism
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Zusammenfassung:An efficient stereocontrolled construction of the fully substituted isoindolone subunit of muironolide A is described. The approach is centered on the intramolecular Diels–Alder reaction between the enol form of the β-keto amide and an α,β,γ,δ-unsaturated ester, followed by the installation of the cyclohexene double bond.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol401354a