1357010-05-9

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 1357009-94-9 diethyl [(E)-4-(benzo[d]thiazol-2-ylsulfonyl)but-2-en-1-yl]phosphonate 
• 1357009-93-8 diethyl {(E)-4-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]but-2-en-1-yl}phosphonate 
• 79521-53-2 diethyl [(E)-4-bromobut-2-en-1-yl]phosphonate 

Relevant academic research and scientific papers

Synthesis of conjugated polyenes via sequential condensation of sulfonylphosphonates and aldehydes

Selective metalation of sulfonylphosphonates results in sufficiently stable carbanions that undergo chemoselective Julia-Kocienski condensation with various aldehydes to provide (E)-allylic phosphonates in good yields and selectivities. The subsequent Horner-Wadsworth-Emmons condensation with aldehydes is used to synthesize various unsymmetrical trans-dienes, trienes, and tetraenes. This methodology is utilized for the concise synthesis of a naturally occurring fluorescent probe for membrane properties, β-parinaric acid.