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Preparation of 2-alkyl-1,3-cyclopentanediones

✍ Scribed by D. R. Lagidze; S. N. Ananchenko; I. V. Torgov

Book ID: 112421424
Publisher: Springer
Year: 1965
Tongue: English
Weight: 146 KB
Volume: 14
Category: Article
ISSN: 1573-9171
DOI: 10.1007/bf00850184

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Methods for the synthesis of 2-alkylidene-1,3-cyclopentanediones are given along withe preliminary information on the reactivity of these ene-diones. Simple 2-alkylidene-1,3-cyclopentanediones are little known. Singular examples in which the exocyclic double bond is stabilized by heteroatom substitu

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A Ti(OiPr) 4 /diethyl tartrate/tBuOOH complex oxidizes 3-hydroxyethyl-1,2-cyclopentanediones, resulting in hydroxylated/ring cleavage products-lactone acids of high enantioselectivity (up to 95% ee) with good yields (up to 75%). These compounds are converted into chiral spiro-g-dilactones in good yi

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