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- W2014710522 abstract "Abstract A synthetic approach to higher carbohydrates via the sequence of two aldol reactions that proceed at the α and α′ positions of 2,2‐dimethyl‐1,3‐dioxan‐5‐one (dioxanone) is described. As reported before, the first aldol reaction works well under organocatalytic conditions (proline catalysis), this is followed by protection of the hydroxy, deprotonation of the resulting compound using excess of LDA, and the second aldol addition. This sequence of reactions gives compounds having a straight‐chain carbon skeleton with an oxygen‐based functional group at each carbon. Most of the groups are protected. The utility of this strategy is illustrated by short syntheses of 6‐ C ‐phenyl‐ D ‐ glycero ‐ D ‐ allo ‐hexopyranose and D ‐ erythro ‐ D ‐allooctopyranose(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)" @default.
- W2014710522 created "2016-06-24" @default.
- W2014710522 creator A5055671579 @default.
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- W2014710522 date "2008-12-17" @default.
- W2014710522 modified "2023-09-23" @default.
- W2014710522 title "Building Higher Carbohydrates via Dioxanone Aldol Chemistry: The α,α′-Bisaldol Approach" @default.
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- W2014710522 doi "https://doi.org/10.1002/ejoc.200800844" @default.
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