Synthesis 2018; 50(13): 2516-2522
DOI: 10.1055/s-0037-1609717
paper
© Georg Thieme Verlag Stuttgart · New York

First Total Synthesis of 7-Isovaleryloxy-8-methoxygirinimbine

Authors

  • Christian Brütting

    a   Fakultät Chemie, Technische Universität Dresden, Bergstraße 66, 01069 Dresden, Germany   Email: hans-joachim.knoelker@tu-dresden.de
  • Arndt W. Schmidt

    a   Fakultät Chemie, Technische Universität Dresden, Bergstraße 66, 01069 Dresden, Germany   Email: hans-joachim.knoelker@tu-dresden.de
  • Olga Kataeva

    b   A. M. Butlerov Chemistry Institute, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420008, Russian Federation
  • Hans-Joachim Knölker*

    a   Fakultät Chemie, Technische Universität Dresden, Bergstraße 66, 01069 Dresden, Germany   Email: hans-joachim.knoelker@tu-dresden.de
Further Information

Publication History

Received: 27 February 2018

Accepted after revision: 26 March 2018

Publication Date:
19 April 2018 (online)


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Abstract

We describe the first total synthesis of the pyrano[3,2-a]carbazole alkaloid 7-isovaleryloxy-8-methoxygirinimbine, using a palladium(II)-catalyzed double C–H-bond activation for construction of the carbazole framework and a phenylboronic acid catalyzed annulation of the pyran ring as key steps.

Supporting Information