203806-39-7Relevant academic research and scientific papers
A ring-closing metathesis-based approach to the synthesis of (+)-tetrabenazine
Johannes, Manuel,Altmann, Karl-Heinz
, p. 3752 - 3755 (2012/09/07)
A modular stereoselective synthesis of the vesicular monoamine transport inhibitors (+)-tetrabenazine ((+)-1) and (+)-α-dihydrotetrabenazine ((+)-2) has been developed. The approach is based on amine 4 and acid 5 as the key building blocks, which were elaborated into macrolactam 3 by amide coupling and a subsequent highly E-selective RCM reaction. Macrolactam 3 could be converted into tetrabenazine in three known steps.
Stereoselective isoquinoline alkaloid synthesis with new diselenides
Wirth, Thomas,Fragale, Gianfranco
, p. 162 - 166 (2007/10/03)
The synthesis of improved optically active selenium compounds for electrophilic additions to C=C double bonds is described. These reagents allow the formation of methoxyselenenylated products with high diastereoselectivities (up to 93% de). Intramolecular aminoselenenylations with chiral selenium electrophiles provide a short route to tetrahydroisoquinoline alkaloids.
