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A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
Practical and efficient approach to the synthesis of guineensine
Shailesh D Shingala1, G Venkateswar Reddy, R Sateesh Chandra Kumar
1Organic Chemistry Division I, Natural Products Laboratory, Indian Institute of Chemical Technology, Hyderabad, India.
Journal of Asian Natural Products Research
|February 1, 2011
Abstract:
A total synthesis of guineensine, a secondary metabolite of the Piperaceae family, has been executed in 12 steps with an overall yield of 27%. Key steps in the synthesis featured novel application of a Julia-Kocienski olefination reaction which effectively constructed alkenamide skeleton. This contributes a unique approach to the synthesis of the piperamide alkaloids.

