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

✍ Scribed by Klaus Hinterding; Suradech Singhanat; Lukas Oberer

Book ID: 104231887
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 157 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01840-8

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✦ Synopsis

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 constitutes a highly practical alternative to an acetate-aldol reaction.

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ChemInform Abstract: Stereoselective Syn

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

✍ Klaus Hinterding; Suradech Singhanat; Lukas Oberer 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB

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