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Issue 4, 2011
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A synthesis of strychnine by a longest linear sequence of six steps

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Abstract

Strychnine is synthesized via a longest linear sequence of six steps from commercially available starting materials. Key steps include a base-mediated intramolecular Diels–Alder reaction of a tryptamine-derived Zincke aldehyde, a Ru-catalyzed trans-hydrosilylation of 1,4-butynediol, and a tandem Brook rearrangement/intramolecular conjugate addition reaction that affords the Wieland–Gumlich aldehyde.

Graphical abstract: A synthesis of strychnine by a longest linear sequence of six steps

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Publication details

The article was received on 06 Jan 2011, accepted on 10 Jan 2011 and first published on 04 Feb 2011


Article type: Edge Article
DOI: 10.1039/C1SC00009H
Citation: Chem. Sci., 2011,2, 649-651
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    A synthesis of strychnine by a longest linear sequence of six steps

    D. B. C. Martin and C. D. Vanderwal, Chem. Sci., 2011, 2, 649
    DOI: 10.1039/C1SC00009H

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