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ChemInform Abstract: Stereoselective Synthesis of Polyketide Fragments Using a Novel Intramolecular Claisen-Like Condensation/Reduction Sequence.

✍ Scribed by Klaus Hinterding; Suradech Singhanat; Lukas Oberer

Book ID: 101921516
Publisher: John Wiley and Sons
Year: 2010
Weight: 31 KB
Volume: 33
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.200209085

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Abstract

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Stereoselective synthesis of polyketide

Stereoselective synthesis of polyketide fragments using a novel intramolecular Claisen-like condensation/reduction sequence

✍ Klaus Hinterding; Suradech Singhanat; Lukas Oberer 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 157 KB

Intramolecular Claisen-type cleavage of the Evans-oxazolidinone with an acetate enolate followed by reduction of the resulting ketone using a borane-amine complex yielded b-hydroxy-d-lactones as fully functionalized polyketide precursors stereoselectively. Consequently, this reaction sequence consti