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Methodologies for 2-alkylidene-1,3-cyclopentanediones

✍ Scribed by Philip E. Eaton; William H. Bunnelle


Book ID
104242328
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
209 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 substitution or by conjugation with aromatic or extended systems have been mentioned; 1.

simpler "stripped down 'I derivatives of this ene-dione system are exceedingly rare.


πŸ“œ SIMILAR VOLUMES


Synthesis of 2-methyl-1,3-cyclopentanedi
✍ Tony Volpe; Gilbert Revial; Michel Pfau; Jean d'Angelo πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 111 KB

Direct ketalization of 2-methyl-1,3-cyclopentanedione 3 led to the corresponding diethylene ketal 2. Carefully controlled hydrolysis of compound 2 afforded the monoethylene ketal 1 in high yield.

Asymmetric oxidation of 3-alkyl-1,2-cycl
✍ Anne Paju; TΓ΅nis Kanger; TΓ΅nis Pehk; Rasmus Lindmaa; Aleksander-Mati MΓΌΓΌrisepp; πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 English βš– 308 KB

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%).