89675-63-8

Upstream product

• 24731-39-3 4-(phenylsulfonyl)butan-2-one 
• 85785-78-0 4-phenylsulfonyl-2-butanone dimethyl acetal 
• 89635-23-4 (2R*,3R*)-(+/-)-1-Brom-2,3-pentandiol 
• 7348-71-2 (E)-1-bromo-2-pentene 
• 117180-71-9 (2S*,3R*)-(+/-)-1-(Tosyloxy)-2,3-pentandiol 

Relevant academic research and scientific papers

Stereoselective Acetalization of 1,1- and 1,2-Disubstituted Diols as Common Principle in the Synthesis of the Enantiomers of the Bicyclic Acetal Pheromones endo- and exo-Brevicomin and Frontalin

The acetalization of the 1,1- and 1,2-disubstituted diols 14-19 with the keto compounds 20 and 21 has been investigated.The substitution pattern of the used diols shows great influence on the stereochemistry of the obtained dioxolanes 22-27 (mixtures of d

Diastereoselective Synthesis of (1RS)-endo-Brevicomin

(1RS)-endo-Brevicomin (1) is synthesized starting from trans-1-bromo-2-pentene.Synthetic key step is the diastereoseletive linkage of erythro-2,3-butanediol to 3,3-dimethoxy-1-(phenylsulfonyl)butane or methyl 4,4-dimethoxypentanoate.