87109-45-3

Upstream product

• 87109-17-9 1-diphenylphosphinoyl-4-(2-methyl-[1,3]dioxolan-2-yl)-propane 
• 107-87-9 2-Pentanone 
• 5978-08-5 1-chloro-4-(1,3-dioxolane)-n-pentane 
• 24400-75-7 ethylene-cetal de la bromo-5 pentanone-2 
• 5891-21-4 5-chloro-2-pentanone 
• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 3695-28-1 5-iodo-2-pentanone ethylene ketal 
• 3884-71-7 bromo-5-pentanone-2 
• 3695-29-2 5-iodo-2-pentanone 

Relevant academic research and scientific papers

SYNTHESIS OF SINGLE ISOMERS (E OR Z) OF PROTECTED γ,δ-UNSATURATED KETONES BY THE HORNER-WITTIG REACTION

The lithium derivative of the γ-diphenylphosphinoyl ketal (10a) added to aldehydes and ketones to give stable Horner-Wittig intermediates (11) which were separated and converted into single isomers (E or Z) or γ,δ-unsaturated ketals (12). erythro-Adducts (11) and hence Z-(12), were selectively formed by addition of aldehydes and threo adducts (11), and hence E-(12), by reduction of the corresponding α-diphenylphosphinoyl ketones (13), prepared by acylation of the same γ-diphenylphosphinoyl ketal (10a).

STEREO-CONTROLLED SYNTHESIS OF γ,δ-UNSATURATED KETONES BY THE HORNER-WITTIG REACTION

E and Z isomers of γ,δ-unsaturated ketals may separately be prepared by the Horner-Wittig reaction between 5-diphenyl-phosphinoylpentan-2-one ethylene acetal (6) and aldehydes, esters, or ketones.