A Concise Synthesis of Tashiromine

Abstract A concise (six-step) synthesis of the indolizidine alkaloid tashiromine (1) has been achieved. Olefin cross-metathesis was used to prepare a key functionalised allylsilane, which subsequently underwent electrophile-induced ring-closure to establish the bicyclic framework with complete contr...

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Veröffentlicht in:Synlett 2005-10, Vol.2005 (16), p.2528-2530
Hauptverfasser: McElhinney, Alison D., Marsden, Stephen P.
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A concise (six-step) synthesis of the indolizidine alkaloid tashiromine (1) has been achieved. Olefin cross-metathesis was used to prepare a key functionalised allylsilane, which subsequently underwent electrophile-induced ring-closure to establish the bicyclic framework with complete control of stereochemistry.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-917072