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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Authors: | M.N. Patil R.G. Gonnade N.N. Joshi |
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Affiliation: | 1. Division of Organic Chemistry, National Chemical Laboratory, Pune 411 008, India;2. Centre for Material Characterization, National Chemical Laboratory, Pune 411 008, India |
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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. |
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