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General Synthesis of Amino Acid Salts from Amino Alcohols and Basic Water Liberating H2

Peng Hu, Yehoshoa Ben-David and David Milstein*

*Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel, Email: david.milsteinweizmann.ac.il

P. Hu, Y. Ben-David, D. Milstein, J. Am. Chem. Soc., 2016, 138, 6143-6146.

DOI: 10.1021/jacs.6b03488


Abstract

An atom-economical and environmentally friendly dehydrogenation of amino alcohols to amino acid salts using just basic water, without the need of pre-protection or added oxidant is catalyzed by a ruthenium pincer complex. Water is the solvent, the source of the oxygen atom of the carboxylic acid group, and the actual oxidant. Many important and useful natural and unnatural amino acid salts can be produced in excellent yields.

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Key Words

oxidation


ID: J48-Y2016