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Direct Catalytic Enantioselective Conjugate Addition of α‑Substituted Benzyl Nitriles to Alkyl Acrylates

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journal contribution
posted on 2024-03-07, 19:09 authored by Sadhanendu Samanta, Jin Cui, Yasunari Otsuka, Takumi Watanabe, Masakatsu Shibasaki
The first enantioselective copper-catalyzed conjugate addition of α-substituted benzyl nitriles to alkyl acrylates is described. This protocol allows the direct and 100% atom-economic generation of a nitrile-containing quaternary stereogenic center in a highly enantioselective manner. The practical application of our methodology was demonstrated through the concise formal synthesis of (−)-aphanorphine.

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