Journal
TETRAHEDRON
Volume 62, Issue 36, Pages 8498-8502Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.06.078
Keywords
palladium catalysis; copper(II) chloride; aminoalkenitols; azasugars; chlorocyclisation; total synthesis
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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-alpha-D-gluco- and methyl-a-D-galactopyranoside. (c) 2006 Elsevier Ltd. All rights reserved.
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