587875-07-8

Upstream product

• 587875-05-6 [2-(5-benzyloxy-cyclopent-2-enyl)-ethoxy]-tert-butyl-dimethyl-silane 
• 587875-03-4 2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-3-enol 
• 587875-04-5 2-(5-benzyloxy-cyclopent-2-enyl)-ethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 587875-02-3 2-(2-Hydroxy-ethyl)-cyclopent-3-enol 
• 587875-06-7 4-benzyloxy-3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclopentane-1,2-diol 

Downstream Products

• 587875-08-9 (+/-)-4-benzyloxy-2-hydroxy-3-(2-hydroxyethyl)-2-cyclopenten-1-one 

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.