Synthesis, resolution, and applications of 3-amino-2,2-dimethyl-1,3- diphenylpropan-1-ol, a conformationally restricted 1,3-aminoalcohol

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Abstract

Efficient synthetic routes to both syn and anti diastereomers of a conformationally restricted 1,3-aminoalcohol were devised. Resolution of the aminoalcohols was accomplished through diastereomeric salt with R-(-)-O-acetyl mandelic acid. These aminoalcohols were examined as ligands for two standard reactions, namely, enantioselective addition of Et2Zn to aldehydes and reduction of prochiral ketones with BH3. © 2010 Elsevier Ltd.

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Patil, M. N., Gonnade, R. G., & Joshi, N. N. (2010). Synthesis, resolution, and applications of 3-amino-2,2-dimethyl-1,3- diphenylpropan-1-ol, a conformationally restricted 1,3-aminoalcohol. Tetrahedron, 66(27–28), 5036–5041. https://doi.org/10.1016/j.tet.2010.05.001

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