69974-12-5

Upstream product

• 103-82-2 phenylacetic acid 
• 630-19-3 pivalaldehyde 
• 34296-63-4 3-Hydroxy-4,4-dimethyl-2-phenyl-pentanoic acid 
• 57015-12-0 cis-4-tert-butyl-3-phenyl-2-oxetanone 

Downstream Products

• 3846-66-0 (E)-1-tert-butyl-2-phenylethene 
• 3740-05-4 (Z)-1-(3,3-dimethylbut-1-enyl)benzene 
• 83044-35-3 (3S,4R)-4-tert-Butyl-3-phenyl-3-((S)-phenyl-trimethylsilanyloxy-methyl)-oxetan-2-one 
• 83044-34-2 (2S,3R)-2-tert-Butyl-4-oxo-3-phenyl-oxetane-3-carbaldehyde 
• 57015-12-0 cis-4-tert-butyl-3-phenyl-2-oxetanone 
• 33398-52-6 α-(1-Hydroxy-2,2-dimethylpropyl)benzenessigsaeure 
• 71647-85-3 trans-4,5-dihydro-3-phenyl-4,5,5-trimethyl-2(3H)-furanone 
• 74686-98-9 ((2S,3R)-2-tert-Butyl-4-oxo-3-phenyl-oxetan-3-yl)-acetic acid methyl ester 
• 74686-97-8 (3R,4R)-3-Benzyl-4-tert-butyl-3-phenyl-oxetan-2-one 
• 74686-96-7 (3R,4R)-4-tert-Butyl-3-ethyl-3-phenyl-oxetan-2-one 
• 83044-37-5 (3R,4S)-4-tert-Butyl-3-[((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-trimethylsilanyloxy-methyl]-3-phenyl-oxetan-2-one 
• 83044-38-6 C₃₀H₄₀O₅Si 
• 83044-39-7 (3S,4S)-4-tert-Butyl-3-hydroxymethyl-3-phenyl-oxetan-2-one 

Relevant academic research and scientific papers

A STUDY ON KINETIC C-H-ACIDITY: THE α-EPIMERIZATION OF β-LACTONES

The rate constants of the α-epimerization of the β-lactone 1 show a LFE-correlation with the solvent donicity parameters DN or B; additionally, the kinetic CH-acidity of 1 is unusually high.

Stereochemistry of the Addition of Carboxylic Acid Dianions to Aldehydes under Kinetic and Thermodynamic Control - Synthesis and Configurational Assignment of 2,3-Disubstituted threo- and erythro-3-Hydroxycarboxylic Acids

Under kinetically controlled conditions (-50 deg C, 10 min) the carboxylic dianions 2 add to aldehydes 3 to give the threo/erythro-adducts 4/5 (Scheme 1); the threo-selectivity markedly increases with the bulkiness of the substituents of 2 or 3 and decreases with the charge/radius ratio of the counter-ions of 2.From these results a syn-transition state with a HOMO-LUMO ineraction between 2 and 3 is derived (Scheme 3).For appropriate substituents a far higher threo-selectivity is observed under thermodynamically (22-50 deg C, 1-3 days) than under kinetically controlled conditions.We describe the isolation of the hydroxy acids 6 and 7, which are formed from 4 and 5 on acidic hydrolysis, and show how their configurations can be unambiguously assigned on the basis of 1H-NMR data.