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Enantioselective synthesis, chiroptical properties and absolute configuration of 3-aminosubstituted isothiazole S-oxides

Academic Article
Publication Date:
2009
Citation:
Enantioselective synthesis, chiroptical properties and absolute configuration of 3-aminosubstituted isothiazole S-oxides / A. Casoni, G. Celentano, F. Clerici, A. Contini, M.L. Gelmi, G. Mazzeo, S. Pellegrino, C. Rosini. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 20:19(2009), pp. 2247-2256. [10.1016/j.tetasy.2009.08.023]
abstract:
Herein we report a mild and efficient method to synthesize chiral 3-aminosubstituted isothiazole sulfoxides taking advantage of (+)- and (-)-((8,8-dichlorocamphoryl)sulfonyl)oxaziridine under microwave irradiation. The determination of the absolute configuration of the chiral sulfoxide was achieved by theoretical calculation of the CD spectra. The reason for the observed stereoselectivity was enlightened by means of analysis of our data using DFT calculations.
IRIS type:
01 - Articolo su periodico
List of contributors:
A. Casoni, G. Celentano, F. Clerici, A. Contini, M.L. Gelmi, G. Mazzeo, S. Pellegrino, C. Rosini
Authors of the University:
CONTINI ALESSANDRO ( author )
GELMI MARIA LUISA ( author )
PELLEGRINO SARA ( author )
Link to information sheet:
https://air.unimi.it/handle/2434/141506
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Settore CHIM/06 - Chimica Organica
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