214463-55-5

Upstream product

• 53701-48-7 (2E,4E)-3-methyl-5-phenylpenta-2,4-dienal 
• 58274-64-9 (E)-trimethyl((3-methylbuta-1,3-dien-1-yl)oxy)silane 

Downstream Products

• 75001-15-9 (2E,4E,6E,8E)-3,7-dimethyl-9-phenylnona-2,4,6,8-tetraenal 
• 83378-84-1 (2Z,4E,6E)-3,7,11-trimethyldodeca-2,4,6,10-tetraenal 

Relevant academic research and scientific papers

Regioselective addition of the prenal potassium dienolate onto α,β- unsaturated aldehydes. A short access to polyenaldehydes

The potassium dienolate of prenal obtained by treatment of the corresponding dienoxysilane with tBuOK was reacted with enaldehydes. In all cases a γ-specific reaction occurs. According to the reaction conditions a γ ;1,2 or a γ ;1,4 coupled product was selectively obtained with enals. The γ;1,2 reaction provided an efficient prenylation procedure. A short two- step synthesis of retinal is described.

Prenylation reaction performed with catalytically generated potassium prenal dienolate

A new prenylation method based on the reaction of catalytically generated potassium dienolate of prenal with α,β-unsaturated aldehydes is described. The reaction is highly regioselective, via a γ-1,2-addition, and provides an efficient route to retinal.