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Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 2: Oxidative ring cleavage of 3-alkyl-1,2-cyclopentanediones: synthesis of 2-alkyl-γ-lactone acids

✍ Scribed by Anne Paju; Tõnis Kanger; Tõnis Pehk; Rasmus Lindmaa; Aleksander-Mati Müürisepp; Margus Lopp

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 308 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00309-4

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✦ Synopsis

Ti(OiPr) 4 /diethyl tartrate/tBuOOH system oxidizes 3-alkyl-1,2-cyclopentanediones resulting in hydroxylated ring cleavage products 2-alkyl-g-lactone acids, in high enantioselectivity ( 95% ee) and satisfactory isolated yields (up to 55%).

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