4.7 Article

A Five-Step Synthesis of (±)-Tylophorine via a Nitrile-Stabilized Ammonium Ylide

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 15, Pages 6620-6623

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3011045

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The Stevens rearrangement of a nitrile-stabilized ammonium ylide is the key step of a very short and practical synthesis of the phenanthroindolizine alkaloid (+/-)-tylophorine. The method requires only five linear steps and is devoid of any protecting group manipulations.

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