124635-55-8

Upstream product

• 135137-53-0 3,5-Dihydroxy-5-phenyl-pentanoic acid methyl ester 
• 61276-54-8 2-(oxiran-2-yl)-1-phenylethan-1-ol 
• 201230-82-2 carbon monoxide 
• 100-52-7 benzaldehyde 
• 53063-63-1 5-hydroxy-3-oxo-5-phenyl-valeric acid methyl ester 

Downstream Products

• 113331-86-5 (2ξ,4RS,6RS)-6-phenyltetrahydropyran-2,4-diol 
• 113331-86-5 (2ξ,4RS,6SR)-6-phenyltetrahydropyran-2,4-diol 
• 113331-89-8 (2RS,4RS,6SR)-2,4-diacetoxy-6-phenyltetrahydropyran 
• 113331-89-8 (2SR,4RS,6SR)-2,4-diacetoxy-6-phenyltetrahydropyran 

Relevant academic research and scientific papers

Carbonylation of epoxides to substituted 3-hydroxy-α-lactones

Substituted 3-hydroxy-δ-lactones (3HLs) are valuable intermediates in the synthesis of pharmaceuticals and other biologically active natural products. Herein we report the first example of the catalytic carbonylation of substituted homoglycidols to 3HLs using HCo(CO)4. Upon optimization of the catalyst and reaction conditions, a functionally diverse set of 3HLs was prepared. Mechanistic insight was gained by observation of the carbonyiation reaction using in situ IR spectroscopy, and we propose a mechanism that is consistent with previously studied epoxide carbonyiation systems.

Substituted 3-hydroxy-delta-lactones from epoxides

Catalysts and methods for the carbonylation of epoxides to substituted 3-hydroxy-δ-lactones and β-lactones are disclosed.

An Electron Transfer Model for Thromboxane Biosynthesis

Conversion of prostaglandin endoperoxide model compound (1) into the thromboxane B ring system (6a) and (7a) was achieved with the aid of the ferrous ion.