Total Synthesis of Alkaloid (±)-G. B. 13 Using a Rh(I)-Catalyzed Ketone Hydroarylation and Late-Stage Pyridine Reduction

Total synthesis of the Galbulimima alkaloid G. B. 13 was achieved utilizing a functionalized pyridine moiety as a piperidine surrogate. Key to the success of the synthesis was the development of an unprecedented rhodium-catalyzed 1,2-addition of an arylboronic ester into an unactivated ketone.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of the American Chemical Society 2009-09, Vol.131 (37), p.13244-13245
Hauptverfasser:	Larson, Kimberly K, Sarpong, Richmond
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemical synthesis Alkaloids - chemistry Boron - chemistry Catalysis Esters - chemistry Ketones - chemistry Models, Molecular Molecular Conformation Oxidation-Reduction Piperidines - chemistry Pyridines - chemistry Rhodium - chemistry
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Beschreibung
Zusammenfassung:	Total synthesis of the Galbulimima alkaloid G. B. 13 was achieved utilizing a functionalized pyridine moiety as a piperidine surrogate. Key to the success of the synthesis was the development of an unprecedented rhodium-catalyzed 1,2-addition of an arylboronic ester into an unactivated ketone.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja9063487