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Synlett 2014; 25(5): 741-745
DOI: 10.1055/s-0033-1340677
letter
© Georg Thieme Verlag Stuttgart · New York

A Robust Route towards Functionalized Pyrrolizidines as Precursors for Daphniphyllum Alkaloids

Michael Pangerl
Ludwig-Maximilians-Universität München, Department of Chemistry and Pharmacy, Butenandtstraße 5–13, 81377 München, Germany   Fax: +49(89)218077800   eMail: Dirk.Trauner@lmu.de
,
Ignaz Höhlein
Ludwig-Maximilians-Universität München, Department of Chemistry and Pharmacy, Butenandtstraße 5–13, 81377 München, Germany   Fax: +49(89)218077800   eMail: Dirk.Trauner@lmu.de
,
Dirk Trauner*
Ludwig-Maximilians-Universität München, Department of Chemistry and Pharmacy, Butenandtstraße 5–13, 81377 München, Germany   Fax: +49(89)218077800   eMail: Dirk.Trauner@lmu.de
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Publikationsverlauf

Received: 05. November 2013

Accepted after revision: 03. Januar 2014

Publikationsdatum:
13. Februar 2014 (online)

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Abstract

A diastereoselective Fráter–Seebach-type alkylation provides access to a highly functionalized pyrrolizidine, which could serve as a key building block for the total synthesis of ­Daphniphyllum alkaloids, such as oldhamine A.

Key words

Daphniphyllum alkaloids - pyrrolizidines - hetero­cycles - asymmetric synthesis - oldhamine A

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
  • Supporting Information
 

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