Enantioselective Synthesis of a Dual Orexin Receptor Antagonist

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Enantioselective Synthesis of a Dual Orexin Receptor Antagonist

Mangion, Ian K; Sherry, Benjamin D; Yin, Jingjun; Fleitz, Fred J

Organic letters, 07/2012, Volume: 14, Issue: 13

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A concise, enantioselective synthesis of the potent dual orexin inhibitor suvorexant (1) is reported. Key features of the synthesis include a mild copper-catalyzed amination, a highly chemoselective conjugate addition, and a tandem enantioselective transamination/seven-membered ring annulation. The synthesis requires inexpensive starting materials and only four linear steps for completion.

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Mangion, Ian K | Sherry, Benjamin D | Yin, Jingjun | Fleitz, Fred J

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