Publication

A Concise Total Synthesis of (±)-Trigonoliimine B

Jieping Zhu, Qian Wang, Thomas Bertrand Pascal Marie Buyck
2012
Journal Articles

Abstract

Trigonoliimine B, a hexacyclic alkaloid, is synthesized in seven steps from simple starting materials. The synthesis features the use of an alpha-isocyanoacetate as a glycine template for the preparation of an alpha,alpha-disubstituted alpha-amino ester that is appropriately functionalized for the construction of C, D, and E rings. Sulfolane was found to be the solvent of choice for the unprecedented Bischler-Napieralski reaction implemented for the construction of a seven-membered ring with concurrent formation of an exo-imine function.

Official source

https://infoscience.epfl.ch/entities/publication/3afbdf34-764d-4a2e-9112-3a4a9588910f

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A Concise Total Synthesis of (±)-Trigonoliimine B

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