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- W2806884933 abstract "Abstract A general synthesis of highly substituted 2‐naphthols based on a new carbanionic reaction sequence is demonstrated. The reaction exploits the dual nature of lithium bases consisting of consecutive ring opening of readily available coumarins with either LiNEt 2 or LiN i Pr 2 into Z ‐cinnamamides, thus generating a directing group in situ and allowing, by conformational freedom, a lateral directed remote metalation for ring closure to give the aryl 2‐naphthols in good to excellent yields. These transformations can be combined to provide a more efficient one‐pot process. Mechanistic insight into the remote lateral metalation step, demonstrating the requirement of Z ‐cinnamamide, is described. Application of this methodology to the synthesis of highly substituted 3,3′‐diaryl BINOL ligands is also reported." @default.
- W2806884933 created "2018-06-13" @default.
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- W2806884933 date "2018-06-21" @default.
- W2806884933 modified "2023-09-26" @default.
- W2806884933 title "Directed Remote Lateral Metalation: Highly Substituted 2-Naphthols and BINOLs by In Situ Generation of a Directing Group" @default.
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- W2806884933 doi "https://doi.org/10.1002/anie.201805203" @default.
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