Novel Phosphorus Radical-Based Routes to Horsfiline

Novel Phosphorus Radical-Based Routes to Horsfiline

Radicals derived from the phosphorus reagents, ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO), are used in two related approaches to synthesis of the alkaloid horsfiline (1). In particular, DEPO proves beneficial for effecting cyclizations at 80 °C that are difficult or impos...

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Veröffentlicht in:Organic letters 2005-07, Vol.7 (15), p.3287-3289
Hauptverfasser: Murphy, John A, Tripoli, Régis, Khan, Tanweer A, Mali, Umesh W
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry, Organic - methods
Cyclization
Molecular Structure
Phosphines - chemistry
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Temperature
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Zusammenfassung:Radicals derived from the phosphorus reagents, ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO), are used in two related approaches to synthesis of the alkaloid horsfiline (1). In particular, DEPO proves beneficial for effecting cyclizations at 80 °C that are difficult or impossible with Bu3SnH.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051095i