Synlett 2017; 28(14): 1715-1718
DOI: 10.1055/s-0036-1591209
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© Georg Thieme Verlag Stuttgart · New York

Concise Synthesis of Lamellarin Alkaloids by C–H/N–H Activation: Evaluation of Metal Catalysts in Oxidative Alkyne Annulation

Ruhuai Mei
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammanstraße 2, 37077 Göttingen, Germany   Email: Lutz.Ackermann@chemie.uni-goettingen.de   URL: http://www.ackermann.chemie.uni-goettingen.de
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Shou-Kun Zhang
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammanstraße 2, 37077 Göttingen, Germany   Email: Lutz.Ackermann@chemie.uni-goettingen.de   URL: http://www.ackermann.chemie.uni-goettingen.de
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Lutz Ackermann*
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammanstraße 2, 37077 Göttingen, Germany   Email: Lutz.Ackermann@chemie.uni-goettingen.de   URL: http://www.ackermann.chemie.uni-goettingen.de
› Author Affiliations
Generous support by the European Research Council under the European Community’s Seventh Framework Program (FP7 2007–2013)/ERC Grant agreement no. 307535, and the China Scholarship Council (fellowships to R.M. and S.-K.Z.) is gratefully acknowledged.
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Publication History

Received: 02 July 2017

Accepted: 03 August 2017

Publication Date:
16 August 2017 (online)


§ These authors contributed equally

Published as part of the ISHC Conference Special Section

Abstract

The performance of various transition-metal catalysts was explored in the step-economical synthesis of naturally occurring lamellarin alkaloids by C–H/N–H activation. The oxidative alkyne annulation proceeded efficiently by using sustainable ruthenium(II) catalysis, which set the stage for a concise synthesis of lamellarin D, lamellarin H and derivatives thereof.

Supporting Information