127311-64-2

Upstream product

• 127311-66-4 2-methyl-2-(4-methylpent-3-en-1-yl)cyclohexane-1,3-dione 
• 72055-87-9 rac-3-(6-methylhept-5-en-2-yl)cyclohex-2-en-1-one 
• 148111-10-8 4-(3-Oxo-cyclohex-1-enyl)-pentanal 
• 63922-70-3 1-Methyl-2-trimethylsilylethylidenetriphenylphosphorane 

Relevant academic research and scientific papers

A Multistep Rearrangement from 2,2-Disubstituted 1,3-Cyclohexanediones to 3-Substituted 2-Cyclohexenones via Phosphonate Anions and Its Application to a Formal Synthesis of (+/-)-α-Acoradiene

The reaction of 2,2-disubstituted 1,3-cyclohexanediones (1) with dimethyl methylphosphonate anion in the presence of trimethylsilyl chloride produces 3-substituted 2-cyclohexenones (2) in moderate to very good yields.This new overall reaction is accounted for by (a) attack of the phosphonate anion on a carbonyl group, (b) retro-aldol cleavage, (c) reorganization of the acidic proton, and (d) an intramolecular Wadsworth-Emmonds condensation.The new rearrangement is applied to a short synthesis of (+/-)-α-acoradiene.