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NaClO-Promoted Atroposelective Couplings of 3-Substituted Indoles with Amino Acid Derivatives.

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A new class of C-N axial chirality based on N-indole sulfonamides has been disclosed. This new axially chiral N-indole sulfonamides were constructed by NaClO-promoted couplings of 3-substituted indoles with chiral… Click to show full abstract

A new class of C-N axial chirality based on N-indole sulfonamides has been disclosed. This new axially chiral N-indole sulfonamides were constructed by NaClO-promoted couplings of 3-substituted indoles with chiral amino acid-based sulfonamides. A series of structurally diverse N-indole sulfonamide-based atropisomers were prepared using this established method. The stability of these structurally interesting atropisomers highly relied on the C3-substituents of indoles and side chains of amino acid derivatives.

Keywords: naclo promoted; amino acid; acid derivatives; couplings substituted; promoted atroposelective; substituted indoles

Journal Title: Organic letters
Year Published: 2019

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