Alkaloid synthesis using 2nd generation palladium-catalyzed cycloalkenylation. Diastereoselective total synthesis of [alpha]-skytanthine

An efficient approach to the synthesis of 3-azabicyclo[3.3.0]octanes and 3-azabicyclo[4.3.0]nonanes by 2nd generation palladium-catalyzed cycloalkenylation is described. Additionally, this reaction is used for the diastereoselective total synthesis of (+/-)-[alpha]-skytanthine.

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Bibliographic Details
Published inTetrahedron letters Vol. 52; no. 44; pp. 5872 - 5875
Main Authors Takeda, Kazutaka, Toyota, Masahiro
Format Journal Article
LanguageEnglish
Published 02.11.2011
Subjects
Alkaloids
Synthesis (chemistry)
Tetrahedrons
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Summary:An efficient approach to the synthesis of 3-azabicyclo[3.3.0]octanes and 3-azabicyclo[4.3.0]nonanes by 2nd generation palladium-catalyzed cycloalkenylation is described. Additionally, this reaction is used for the diastereoselective total synthesis of (+/-)-[alpha]-skytanthine.
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ISSN:0040-4039
DOI:10.1016/j.tetlet.2011.08.162