Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

A novel phosphine-catalyzed umpolung [3 + 2]-annulative dimerization of ynones was developed to furnish functionally rich 5-alkylidene-2-cyclopentenones. In this protocol, ynone acts as both C2 and C3 synthons, which undergo [3 + 2]-annulative dimerization.

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Veröffentlicht in:Organic & biomolecular chemistry 2017, Vol.15 (46), p.9785-9789
Hauptverfasser: Ramachary, Dhevalapally B, Prabhakar Reddy, T, Suresh Kumar, A
Format: Artikel
Sprache:eng
Schlagworte:
Alkylidene
Chemical synthesis
Dimerization
Phosphine
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Zusammenfassung:A novel phosphine-catalyzed umpolung [3 + 2]-annulative dimerization of ynones was developed to furnish functionally rich 5-alkylidene-2-cyclopentenones. In this protocol, ynone acts as both C2 and C3 synthons, which undergo [3 + 2]-annulative dimerization.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob02424j