1208989-34-7Relevant academic research and scientific papers
Development and Scope of the Arene-Fused Domino Michael/Mannich Reaction: Application to the Total Syntheses of Aspidosperma Alkaloids (-)-Aspidospermidine, (-)-Tabersonine, and (-)-Vincadifformine
Zhao, Senzhi,Andrade, Rodrigo B.
, p. 521 - 531 (2017)
The development and application of the arene-fused domino Michael/Mannich route to the tetrahydrocarbazole (ABE) core of Aspidosperma alkaloids is described. The scope of this novel transformation was studied in terms of the nucleophilic component (i.e., N-sulfinyl metallodienamine) and the electrophilic component (i.e., Michael acceptor). The successful application of this methodology toward the concise total syntheses of classical indole alkaloids (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine in 10-11 steps, respectively, is also discussed.
Studies on diastereofacial selectivity of a chiral tert-butanesulfinimines for the preparation of (S)-3-Methyl-1-(2-piperidin-1-yl-phenyl)butylamine for the synthesis of repaglinide
Nagarajan, Periyandi,Rajendiran, Chinnapillai,Naidu,Dubey
, p. 9345 - 9350 (2013/11/19)
A new method for the asymmetric synthesis of a series of chiral amines including (S)-3-methyl-1-(2-piperidin-1-yl-phenyl)butylamine (2a) a key intermediate to prepare antidiabetic drug repaglinide by using Ellman's reagent tert-butanesulfinamide. Diastereoselective addition of organometallic reagents to t-butanesulfinimines and followed by acidic and basic treatment. The obtained chiral amines were characterized by NMR, MS and other analytical data.
Unprecedented copper(I) bifluoride complexes: Synthesis, characterization and reactivity
Vergote, Thomas,Nahra, Fady,Welle, Alexandre,Luhmer, Michel,Wouters, Johan,Mager, Nathalie,Riant, Olivier,Leyssens, Tom
supporting information; experimental part, p. 793 - 798 (2012/03/26)
To be or not to bifluoride: Two synthetic pathways to unprecedented N-heterocyclic carbene copper(I) bifluoride complexes have been developed (see scheme). Catalytic tests demonstrated that copper(I) bifluorides are very efficient catalysts, which do not
