83200-03-7

Upstream product

• 83200-02-6 tert-butyl 4-(3-buten-1-yl)-7-methyl-3-oxo-9-<(tetrahydro-2H-pyran-2-yl)oxy>-2-(triphenylphosphoranylidene)-(Z)-6-nonenoate 
• 64-19-7 acetic acid 
• 39149-98-9 (Z)-5-chloro-3-methyl-pent-3-en-1-ol 
• 603-35-0 triphenylphosphine 
• 83199-83-1 tert-butyl 3-oxo-2-(triphenylphosphoranylidene)-4-pentenoate 
• 83200-01-5 (Z)-5-bromo-3-methyl-3-penten-1-ol tetrahydropyranyl ether 
• 83200-00-4 (Z)-5-chloro-3-methyl-3-penten-1-ol tetrahydropyranyl ether 
• 83199-82-0 t-Butyl 5-Chloro-3-oxo-2-(triphenylphosphoranylidene)-pentanoate 
• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 

Downstream Products

• 66348-55-8 (+/-)-(Z)-3-methyl-6-isopropenyl-3,9-decadien-1-ol acetate 
• 83200-04-8 (Z)-3-But-3-enyl-8-hydroxy-6-methyl-1-(triphenyl-λ⁵-phosphanylidene)-oct-5-en-2-one 

Relevant academic research and scientific papers

Charge-Directed Conjugate Addition Reactions in the Preparation of Substituted Methyl Ketones

Charge-directed conjugated addition reactions of the tert-butyl esters of α,β-unsaturated acylphosphoranes 2 have been used to prepare a variety of substituted methyl ketones.Substituted ylides 6 are prepared by alkylating ylide anions 4 generated by the addition of nucleophiles to 2 and are converted under acidic conditions to substituted (acylmethylene)phosphoranes 12 which are hydrolyzed to methyl ketones.The utility of these unsaturated acylphosphoranes as methyl vinyl ketone equivalents in conjugate addition-alkylation reactions is demonstrated in a synthesis of the racemic form of the sex pheromone of the California red scale, 14.