95581-36-5

Upstream product

• 1189-82-8 2,2,4,4-tetramethylpentanedioic acid 
• 591-51-5 phenyllithium 

Downstream Products

• 247090-26-2 2,2,4,4-tetramethyl-1-phenylpentane-1,5-diol 
• 247090-24-0 2,2,4,4-tetramethyl-1-phenyl-6,7,8-trithiabicyclo[3.2.1]octane 
• 265097-63-0 2,2,4,4-tetramethyl-1-phenyl-6,7-dithiabicyclo[3.1.1]heptane 
• 247090-27-3 2,2,4,4-tetramethyl-5-oxo-5-phenylpentanal 

Relevant academic research and scientific papers

Rearrangement of the carbanion generated from a tied-back 1,2,4- trithiolane oxide (6,7,8-trithiabicyclo[3.2.1]octane 6-oxide)

Treatment of 2,2,4,4-tetramethyl-6,7,8-trithiabicyclo[3.2.1]octane 6- exo-oxide (3) with LDA, followed by treatment with D2O, R1 (R = Me, Et), and 2-PrBr, yielded the deuterated starting compound (3-d), bicyclic 1,3- dithietane oxides (12, 13),

Stereoselectivity in the Hydride Reduction of Acyclic Diketones (1,2-, 1,3-, 1,4-, and 1,5-Induction)

Diketones 2, 5, 9, and 19 as well as hemiketal 22 react with lithium aluminum hydride to give mixtures of d,l- and meso-diols.The stereochemical assignment of the diols can be obtained either by direct comparison with authentic samples (1,2-diols) or by NMR differentiation of diastereotopic groups (1,3- and 1,5-diols) or by stereospecific cyclization to the sila-heterocycles 12 and 13 (1,4-diols).The 1,2- and 1,4-diketones preferably produce meso-diols, whereas 1,3- and 1,5-diketones mostly lead to d,l-isomers.These alternating stereoselectivities can be explained by a stepwise reduction generating complexes of types 24 - 27 which are attacked by excess hydride via a diastereoface differentiating mode.