56472-22-1

Upstream product

• 115-76-4 2,2-diethyl-1,3-propanediol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 212311-87-0 (2,2-diethylpropane-1,3-diyl)bis(diphenylphosphane) 
• 134434-12-1 (S)-((1S,3S)-5,5-Diethyl-1,3-dioxo-1λ⁴,3λ⁴-[1,3]dithian-2-yl)-phenyl-methanol 
• 134434-12-1 (R)-((1S,3S)-5,5-Diethyl-1,3-dioxo-1λ⁴,3λ⁴-[1,3]dithian-2-yl)-phenyl-methanol 
• 14202-62-1 2,2-diethyl-1-pentanol 

Relevant academic research and scientific papers

Thorpe–Ingold Effect in Branch-Selective Alkylation of Unactivated Aryl Fluorides

Presented herein is a general protocol for the alkylation of simple aryl fluorides with unbiased secondary Grignard reagents by means of nickel catalysis. This study revealed a general Thorpe–Ingold effect in the ligand backbone which confers a high degree of selectivity for the secondary carbon center in the C?C coupling event. This protocol is characterized by mild reaction conditions, robustness, and simplicity. Both electron-rich and electron-deficient aryl fluorides are suitable candidates in this transformation. Equally amenable are a variety of heterocycles, permitting the coupling without over alkylation at the electrophilic sites.

Studies on the Oxidation of 1,3-Dithiane and 5,5-Disubstituted Analogues Including X-Ray Crystal Structure, Equilibration Studies and pKa Measurements on Selected Oxides

Oxidation of 1,3-dithiane has been carried out using eight different oxidants under several different reaction conditions.The most favourable conditions for obtaining the required trans-1,3-dithiane 1,3-dioxide were to use either MCPBA in Et2O or NaIO4 in MeOH-H2O.Other 5,5-disubstituted-1,3-dithianes were also prepared and subjected to similar oxidations.For these compounds the best oxidant for obtaining the trans-dioxides was O3.A rationalisation for the stereochemical outcome of the oxidations is presented and required that trans-1,3-dithiane 1,3-dioxide is more stable than cis-1,3-dithiane 1,3-dioxide.This is borne out by equilibration studies of the two diastereoisomeric sulfoxides using N2O4.A rationalisation for the greater stability of the trans compared to the cis isomer is also presented and fits with the pKa values and melting points of the two compounds.

Synthesis, X-Ray Crystal Structure, Equilibration Studies and Anion Chemistry of trans-1,3-Dithiane 1,3-Dioxide

trans-1,3-Dithiane 1,3-dioxide, prepared by stereoselective oxidation of 1,3-dithiane has been found to be thermodynamically more stable than the cis-isomer by equilibration studies using N2O4 and has been found to undergo highly selective (20:1) aldol ty