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A synthesis of strychnine by a longest linear sequence of six steps
Journal article

A synthesis of strychnine by a longest linear sequence of six steps

David B. C Martin and Christopher D Vanderwal
Chemical science (Cambridge), Vol.2(4), pp.649-651
2011
DOI: 10.1039/c1sc00009h

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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.

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