587875-10-3

Upstream product

• 67-56-1 methanol 
• 303183-81-5 2-hydroxy-3-(2-tert-butyldimethylsilyloxyethyl)cyclopent-2-en-1-one 
• 303183-80-4 2-hydroxy-3-(2-hydroxyxyethyl)cyclopent-2-en-1-one 
• 766-02-9 2-cyclopent-2-enyl-ethanol 
• 13668-61-6 (cyclopent-2-eneyl)acetic acid 
• 20006-85-3 2-cyclopentene-1-acetic acid methyl ester 
• 514213-44-6 tert-butyl-(2-cyclopent-2-enyl-ethoxy)-dimethyl-silane 
• 514213-28-6 3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclopentane-1,2-diol 

Relevant academic research and scientific papers

Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 3: Oxidative ring cleavage of 3-hydroxyethyl-1,2-cyclopentanediones: Synthesis of α-hydroxy-γ-lactone acids and spiro-γ-dilactones

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-γ-dilactones in good yield.

Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 1: 3-Hydroxylation of 3-alkyl-1,2-cyclopentanediones

3-Alkyl-1,2-cyclopentanediones undergo asymmetric 3-hydroxylation with the Sharpless Ti-complex resulting in enantiomeric 3-hydroxy carbonyl compounds with ee up to 95% in yields of 22-40%.

Asymmetric oxidation of 1,2-cyclopentanediones

Cyclic 3-alkyl-1,2-cyclopentanediones undergo a direct asymmetric oxidation with the DET/Ti(OiPr)4/ tBuOOH oxidative system, resulting in enantiomeric α-hydroxy compounds and ring-cleaved hydroxylated acids (lactones) up to 95% ee. (C) 2000 Elsevier Science Ltd.