80255-45-4

Upstream product

• 66731-83-7 (1-Phenyl-1-trimethylsilanyloxy-propyl)-phosphonic acid diethyl ester 
• 93-54-9 1-Phenyl-1-propanol 
• 100-52-7 benzaldehyde 
• 31675-43-1 diethyl 1-phenyl-1-(trimethylsiloxy)methanephosphonate 
• 34881-07-7 (+/-)-diethyl 1-phenylpropyl phosphate 
• 762-04-9 Diethyl phosphonate 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 28089-27-2 (C₄H₉)3SnOP(OC₂H₅)2 
• 93-55-0 1-phenyl-propan-1-one 

Relevant academic research and scientific papers

Deprotonation of secondary benzylic phosphates - configuratiionally stabite benzylic carbanions with a diethoxyphosphoryloxy substituent and their rearrangement to optically active tertiary α-hydroxyphosphonates

Optically active alcohols (ee ≥ 98%) such as 1-phenylpropanol, l-(2-naphthyl)ethanol, 1-tetralol, and 1-indanol were transformed into diethyl phosphates 7a-d. sBuLi/TMEDA -induced phosphate-phosphonate rearrangement in diethyl ether furnished tertiatry α-hydroxyphosphonates 8a-d of high enantiomeric purity (ee 94-98%) in yields of 43-83% with retention of configuration. The enantiomeric excesses were determined by using homochiral (-butyl(phenyl)phosphinothioic acid as chiral solvating agent. VCH Verlaiseesellschaft mbH, 1996.

Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)-alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives

Carbonyl addition compounds of diethyl trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP with α,β-unsaturated aldehydes.