125043-47-2

Upstream product

• 148705-98-0 Toluene-4-sulfonic acid (R)-cyano-cyclohexyl-methyl ester 
• 133464-07-0 (R)-4-Cyclohexyl-[1,3,2]dioxathiolane 2-oxide 
• 117470-92-5 (R)-1-cyclohexyl-1,2-ethanediol cyclic sulfate 
• 59411-58-4 (R)-1-cyclohexylethane-1,2-diol 

Relevant academic research and scientific papers

Large scale synthesis of optically pure aziridines

Disclosed is an efficient, inexpensive method for the preparation of chiral aziridines on a large scale.

A convenient preparation of 2-substituted (S)-aziridines

2-Monosubstituted (S)-aziridines (S)-3 were obtained by hydrogenation of (R)-2-sulfonyloxynitriles (R)-2 with LiAlH4 in good chemical yields and high enantiomeric excess.

Ruthenium-catalyzed production of cyclic sulfates

A ruthenium catalyzed method to synthesize cyclic sulfate compounds from the corresponding cyclic sulfites, and the cyclic sulfate reaction products obtained by this method. These cyclic sulfates further react with selected nucleophiles to give various substituted products. The method is an efficient means for the synthesis of chiral building blocks from tartaric acid enantiomers in high yields using an overall two-stage, one-pot reaction procedure. The chiral compounds can be transformed by nucleophilic reactions into chiral building blocks useful for the synthesis of natural biologically active products, such as antibiotics and pheromones.

Ruthenium-catalyzed production of cyclic sulfates

A ruthenium catalyzed method to synthesize cyclic sulfate compounds from the corresponding cyclic sulfites, and the cyclic sulfate reaction products obtained by this method. These cyclic sulfates further react with selected nucleophiles to give various substituted products. The method is an efficient means for the synthesis of chiral building blocks from tartaric acid enantiomers in high yields using an overall two-stage, one-pot reaction procedure. The chiral compounds can be transformed by nucleophilic reactions into chiral building blocks useful for the synthesis of natural biologically active products, such as antibiotics and pheromones.

Synthesis of Homochiral Amino Alcohols, Aziridines and Diamines via Homochiral Cyclic Sulphites

Vicinal diols react with thionyl chloride to give 1,2-cyclic sulphites in quantitative yield, which undergo facile ring opening by lithium azide in dimethylformamide to yield azido alcohols and the latter in turn have been stereoselectively transformed into amino alcohols, aziridines and diamines.

ONE POT SYNTHESIS OF HOMOCHIRAL AZIRIDINES AND AMINOALCOHOLS FROM HOMOCHIRAL 1,2-CYCLIC SULFATES

Preparations of homochiral N-substituted aziridines and aminoalcohols from 1,2-cyclic sulfates are reported.Primary amines react with cyclic sulfates to give β-aminosulfates which can be converted either to aziridines or to aminoalcohols by treatment with