1054624-97-3

Upstream product

• 103-26-4 Methyl cinnamate 
• 153481-84-6 (4R,5S)-2,2-dimethyl-5-phenyl-1,3-dioxolane-4-carboxylic acid methyl ester 
• 153609-00-8 (4S,5S)-2,2-dimethyl-4-(hydroxymethyl)-5-phenyl-1,3-dioxolane 
• 153481-85-7 (4R,5S)-2,2-dimethyl-5-phenyl-[1,3]-dioxolane-4-carbaldehyde 
• 221108-28-7 (4R,5S)-2,2-dimethyl-4-(2-furoyl)-5-phenyl-1,3-dioxolane 

Downstream Products

• 153359-64-9 (5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one 
• 147527-10-4 (5S,6R)-6-[(1R,2S)-1,2-dihydroxy-2-phenylethyl]-5-hydroxy-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Julia-Colonna asymmetric epoxidation of furyl styryl ketone as a route to intermediates to naturally-occurring styryl lactones

The enone 1 was oxidized stereoselectively using urea-hydrogen peroxide with polyleucine as the catalyst to give the epoxide 2 which was used to make (+)-goniotriol 7, (+)-goniofufurone 8, (+)-8-acetylgoniotriol 9 and goniopypyrone 10.

Asymmetric Total Synthesis of (+)-Goniopypyrone

An effective asymmetric total synthesis of (+)-goniopypyrone from methyl cinnamate (2) via OsO4 catalytic asymmetric dihydroxylation and highly stereoselective 2-furylcopper addition in eight steps with an overall yield of 20 percent is described.