Journal of the American Chemical Society · 2023 · 33 citations · 54 references
Herein, we report a manganese-catalyzed three-component coupling of <i>β-</i>H containing alcohols, methanol, and phosphines for the synthesis of γ-hydroxy phosphines via a borrowing hydrogen strategy. In this development, methanol serves as a sustainable C1 source. A variety of aromatic and aliphatic substituted alcohols and phosphines could undergo the dehydrogenative cross-coupling process efficiently and deliver the corresponding β-phosphinomethylated alcohol products in moderate to good yields. Mechanistic studies suggest that this transformation proceeds in a sequential manner including catalytic dehydrogenation, aldol condensation, Michael addition, and catalytic hydrogenation.
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The Give and Take of Alcohol Activation
Andrew J. A. Watson, Jonathan M. J. Williams · Science · 2010 · 684 citations