Praziquantel 8 (2-cyclohexylcarbonyl-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinoline-4-one), a powerful anti-worm drug, has been synthesized in its enantiopure form via asymmetric transfer hydrogenation according to the Noyori protocol. Initially, the reduction of prochiral imine 4 afforded product 5 in 62% ee, but a single crystallization amplified the enantiomeric purity to 98% ee. The final (R)-(-)-praziquantel 8 was prepared in three subsequent steps in 56% chemical yield. © 2006 Elsevier Ltd. All rights reserved.
CITATION STYLE
Roszkowski, P., Maurin, J. K., & Czarnocki, Z. (2006). Enantioselective synthesis of (R)-(-)-praziquantel (PZQ). Tetrahedron Asymmetry, 17(9), 1415–1419. https://doi.org/10.1016/j.tetasy.2006.04.023
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