1268385-87-0Relevant academic research and scientific papers
A concise total synthesis of (±)-trigonoliimine B
Buyck, Thomas,Wang, Qian,Zhu, Jieping
supporting information; experimental part, p. 1338 - 1341 (2012/05/20)
Trigonoliimine B, a hexacyclic alkaloid, is synthesized in seven steps from simple starting materials. The synthesis features the use of an α-isocyanoacetate as a glycine template for the preparation of an α,α-disubstituted α-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.
Exploiting the divergent reactivity of α-isocyanoacetate: Multicomponent synthesis of 5-alkoxyoxazoles and related heterocycles
Lalli, Claudia,Bouma, Marinus J.,Bonne, Damien,Masson, Geraldine,Zhu, Jieping
supporting information; experimental part, p. 880 - 889 (2011/03/19)
A novel multicomponent synthesis of 5-alkoxyoxazoles, based on a new reactivity profile of α-isocyanoacetates, is described. Thus, simply heating a solution of amine, aldehyde, and α-(EWG-phenyl)-α- isocyanoacetate or α-(4-pyridyl)-α-isocyanoacetate (EWG=
