A General Efficient Strategy for cis-3a-Aryloctahydroindole Alkaloids via Stereocontrolled ZnBr2-Catalyzed Rearrangement of 2,3-Aziridino Alcohols

A General Efficient Strategy for cis-3a-Aryloctahydroindole Alkaloids via Stereocontrolled ZnBr2-Catalyzed Rearrangement of 2,3-Aziridino Alcohols

A short and general approach to the cis-3a-aryloctahydroindole alkaloids has been developed on the basis of a key stereocontrolled ZnBr2-catalyzed rearrangement of 2,3-aziridino alcohols. Two representative members, (±)-crinane and (±)-mesembrine, have been synthesized in 15% and 11% overall yields,...

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Veröffentlicht in:Organic letters 2003-06, Vol.5 (13), p.2319-2321
Hauptverfasser: Song, Zhen Lei, Wang, Bao Min, Tu, Yong Qiang, Fan, Chun An, Zhang, Shu Yu
Format: Artikel
Sprache:eng ; jpn
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Zusammenfassung:A short and general approach to the cis-3a-aryloctahydroindole alkaloids has been developed on the basis of a key stereocontrolled ZnBr2-catalyzed rearrangement of 2,3-aziridino alcohols. Two representative members, (±)-crinane and (±)-mesembrine, have been synthesized in 15% and 11% overall yields, respectively.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0346685