A Formal Synthesis of (3S, 4R) (-)-fermoxetine and (3S, 4R) (-)-paroxetine from Enantioselective Desymmetrisation of N-Benzyl Imides
Abstract
Enantioselective reduction of N-benzyl 4-substituted glutarimides employing oxazaborolidine catalyst 3 derived from cis-1-amino-indan-2-ol occurred in moderate yield and excellent ee. This has led to the formal synthesis of two antidepressants (-)-fermoxetine 1 and (-)-paroxetine 2.
Keywords: Enantioselective, desymmetrisation, imides, glutarimides, fermoxetine, paroxetine
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ISSN (Paper)2224-3224 ISSN (Online)2225-0956
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