PdCl2/CuCl2-catalysed chlorocyclisation of sugar-derived aminoalkenitols in the synthesis of new iminohexitols |
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Authors: | Peter Szolcsá nyi,Tibor Gracza |
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Affiliation: | Department of Organic Chemistry, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia |
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Abstract: | The total synthesis of two novel l-ido and l-altro configured 6-chloro-1,5,6-trideoxyiminohexitols featuring a highly diastereoselective Pd(II)/CuCl2-catalysed chlorocyclisation of sugar-derived aminoalkenitols has been accomplished. The requisite substrates were, in turn, prepared from chiral pool materials starting from the cheap and commercially available methyl-α-d-gluco- and methyl-α-d-galactopyranoside. |
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Keywords: | Palladium catalysis Copper(II) chloride Aminoalkenitols Azasugars Chlorocyclisation Total synthesis |
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