Organic & Biomolecular Chemistry · 2015 · 23 citations · 11 references
Key StepIreland-claisen RearrangementPsychopharmacologyPharmacotherapyPharmaceutical ChemistryMedicinal ChemistryStereoselective SynthesisPsychoactive DrugPsychiatrySchizophrenia DrugDrug DevelopmentPharmacologyNatural Product SynthesisEnantioselective SynthesisIreland–claisen Rearrangement StrategySchizophreniaMedicinePure FormSynthetic ChemistryDrug Discovery
(±)-Asenapine, sold in the market as Saphris/Sycrest for the treatment of bipolar disorders, is synthesized in an optically pure form involving an Ireland-Claisen rearrangement as the key step. This approach allows access to all diastereomers.
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New aspects of the Ireland and related Claisen rearrangements
Yonghai Chai, Sang‐Phyo Hong, Harriet A. Lindsay et al. · Tetrahedron · 2002 · 192 citations
K. C. Nicolaou, Michael P. Jennings, Philippe Dagneau · Chemical Communications · 2002 · 44 citations
Engineering, Organic Chemistry, Intramolecular Aldol Reactions +19