Synthesis of Functionalized Indolizidines through Pauson–Khand Cycloaddition of 2‑Allylpyrrolidines

Synthesis of Functionalized Indolizidines through Pauson–Khand Cycloaddition of 2‑Allylpyrrolidines

A concise entry to functionalized indolizidine scaffolds through a domino 2-aza-Cope-[3 + 2] dipolar cycloaddition and Pauson–Khand [2 + 2 + 1] cyclization has been accomplished. The process was conducted under mild conditions to afford diverse indolizidine systems as single diastereomers in good ov...

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Veröffentlicht in:Journal of organic chemistry 2013-02, Vol.78 (3), p.1176-1183
Hauptverfasser: McCormack, Michael P, Waters, Stephen P
Format: Artikel
Sprache:eng
Schlagworte:
Cycloaddition Reaction
Indolizidines - chemical synthesis
Indolizidines - chemistry
Molecular Structure
Pyrrolidines - chemical synthesis
Pyrrolidines - chemistry
Stereoisomerism
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Zusammenfassung:A concise entry to functionalized indolizidine scaffolds through a domino 2-aza-Cope-[3 + 2] dipolar cycloaddition and Pauson–Khand [2 + 2 + 1] cyclization has been accomplished. The process was conducted under mild conditions to afford diverse indolizidine systems as single diastereomers in good overall yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo302734w