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Efficient synthesis of chiral β-and γ-N-tosylaminoalcohols from 1-aryl-2-aminopropane-1,3-diols

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Abstract

(1S,2S)-1-Aryl-2-tozylaminopropan-1-ols were synthesized by cyclization of 1-aryl-2-aminopropane-1,3-diol to aryl(1-tosylaziridin-2-yl)methanols, followed by hydride reduction of the latter. Reduction of the aza-Payne rearrangement products of intermediate aryl(1-tosylaziridin-2-yl)methanols gave (1S)-1-aryl-3-tosylaminopropan-1-ols.

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Published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 4, pp. 514–518.

The text was submitted by the authors in English.

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Feng, X., Qiu, G., Liang, S. et al. Efficient synthesis of chiral β-and γ-N-tosylaminoalcohols from 1-aryl-2-aminopropane-1,3-diols. Russ J Org Chem 42, 496–500 (2006). https://doi.org/10.1134/S107042800604004X

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