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Open Chain Chiral Macrolide Building Blocks by Opening of Deoxygenated 1,6-Anhydrosugars with 1,3-Propanedithiol
Authors:Karsten Krohn  Ishtiaq Ahmed  Dietmar Gehle  Mohammed Al Sahli
Institution:Department of Chemistry , University of Paderborn , Paderborn, Germany
Abstract:Chiral building blocks for macrolides and related natural products are obtained from 1,6-anhydrosugars by conversion of the bicyclic acetals 2 or 12 into the open chain chiral 1,3-dithianes 6 and 13. Branched precursors can be obtained by opening of the ?erný epoxide 1 with the 1,3-dithiane anion to yield 7, followed by ring opening with 1,3-propanedithiol to the bis-1,3-dithiane 8.
Keywords:1  6-Anhydrosugars  Chiral building blocks  Ring opening with 1  3-propandithiol  1  3-Dithianes  ?erný epoxides
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