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Diastereoselective reaction of (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol with aromatic aldehydes. Synthesis of (1R,2R,4S,5S,8S)-2,8-diaryl-4-(4-nitrophenyl)-1-aza-3,7-dioxabicyclo[3.3.0]octanes
Authors:M Madesclaire  P Coudert  V Gaumet  V P Zaitsev  Yu V Zaitseva
Institution:(1) School of Pharmacy, University of Auvergne, 28 Place Henri Dunant, Clermont-Ferrand, France;(2) Samara State University, Samara, 443011, Russia
Abstract:We have synthesized a series of (1R,2R,4S,5S,8S)-2,8-diaryl-4-(4-nitrophenyl)-1-aza-3,7-dioxabicyclo3.3.0]octanes as a result of reaction of (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol with aromatic aldehydes. The structure of the compounds obtained was established on the basis of 1H NMR data. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 757–763, May, 2006.
Keywords:(1S  2S)-2-amino-1-(4-nitrophenyl)-1  3-propanediol  (1R  2R  4S  5S  8S)-2  8-diaryl-4-(4-nitrophenyl)-1-aza-3  7-dioxabicyclo[3  3  0]octane  oxazolidine  diastereoselectivity            1H NMR
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