76390-79-9

Upstream product

• 6515-37-3 2-(4-hydroxyphenyl)chroman-4-one 
• 108-24-7 acetic anhydride 

Downstream Products

• 93514-16-0 acetic acid-(4-chroman-2-yl-phenyl ester) 
• 140479-96-5 Acetic acid 4-[3-(2-hydroxy-phenyl)-propyl]-phenyl ester 
• 140480-03-1 Acetic acid 4-[1-{3-[3-(4-acetoxy-phenyl)-propyl]-4-hydroxy-phenyl}-3-(2-hydroxy-phenyl)-propyl]-phenyl ester 
• 140480-00-8 Acetic acid 4-[1-[2-(4-acetoxy-phenyl)-chroman-6-yl]-3-(2-hydroxy-phenyl)-propyl]-phenyl ester 

Relevant academic research and scientific papers

Reduction of flavanones by NaBH3CN in trifluoroacetic acid.

For our studies on the reduction of flavanones, we worked on flavanone itself and on some other derivatives, oxygenated on the B ring.Besides expected flavans and chalcanes, condensed compounds (dimers and trimers) are also obtained.Reaction begins with the reduction of carbonyl to methylene; all the other isolated products arise from the two possible and competitive reactions on the potential carbocation C-2 of the flavan system: a) reductive cleavage of heterocycle; b) electrophilic aromatic substitution.Reactivity of flavanones is correlated with substituents of B ring through their ?+ values. Key words: flavanones / sodium cyanoborhydride / trifluoroacetic acid / flavans / chalcanes / dimers