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Syntheses of Inositol Natural Products Through Asymmetric Phosphorylation.

Syntheses of Inositol Natural Products Through Asymmetric Phosphorylation.

Paperback

Chemistry

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ISBN10: 1243794836
ISBN13: 9781243794833
Publisher: Proquest Umi Dissertation Pub
Pages: 148
Weight: 0.61
Height: 0.32 Width: 7.44 Depth: 9.69
Language: English
Chapter 1: Examples of organocatalytic asymmetric and regioselective non-acyl group transfers to alcohols are reviewed. Chapter 2: The asymmetric syntheses of L, L- and L, D-di-myo-inositol-1,1'-phosphate is described. Each diastereomer was independently synthesized by the reaction of a chiral nucleophilic peptide catalyst with an inositol-containing chiral phosphoryl chloride to yield the desired diastereomer in each series. Both isomers were shown to exhibit thermoprotective activity of an enzyme at elevated temperature. Chapter 3: Approaches towards the asymmetric synthesis of a glycosylphosphatidylinositol are discussed. These novel approaches utilize asymmetric phosphorylation to access the inositol portion.

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