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Beilstein J. Org. Chem. 2013, 9, 2129–2136, doi:10.3762/bjoc.9.250
Graphical Abstract
Scheme 1: Retro synthetic approach for the construction of N-(2,3-dihydroxypropyl)arylamides.
Scheme 2: Synthesis of phthalimido-protected chiral hydroxypropyl benzoate.
Scheme 3: Proposed mechanism of epoxide opening.
Scheme 4: Reagents and conditions: (a) Methylamine, DCM, 30–35 °C, 94%.