143136-45-2

Upstream product

• 93-56-1 phenylethane 1,2-diol 
• 42919-45-9 bis-ethylsulfanyl-acetaldehyde 

Downstream Products

• 143136-51-0 (2R,4R)-4-Phenyl-[1,3]dioxolane-2-carbaldehyde 
• 143136-68-9 1-((2R,4R)-4-Phenyl-[1,3]dioxolan-2-yl)-ethanol 
• 143136-72-5 1-((2R,4R)-4-Phenyl-[1,3]dioxolan-2-yl)-pentan-1-ol 
• 143136-76-9 Phenyl-((2R,4R)-4-phenyl-[1,3]dioxolan-2-yl)-methanol 

Relevant academic research and scientific papers

Chiral aldehydo- and hydrazono-acetals: synthesis and diastereoselective addition of organometallics

Various cyclic chiral acetals with an adjacent aldehyde or hydrazone function were synthesized in order to study the chirality transfer during the nucleophilic addition of organometallics on the unsaturated function.Acetals of different geometry (dioxans or dioxolans) were prepared, with one or two more or less voluminous oxygenated substituents able to be involved either in chelation or in steric hindrance.Aldehydo-acetals were obtained from 2,2-diethylthioethanal and hydrazono-acetals from the 1,1-dimethylhydrazone of 2,2-dimethoxyethanal, in both cases with a transacetalization by chiral 1,2- or 1,3-diols.An excellent diastereoselectivity is observed when organolithium compounds are added to some hydrazono-acetals. Key Words: chiral cyclic acetals / aldehydo-acetals / hydrazono-acetals / organometallics / chirality transfer