182803-49-2

Upstream product

• 182803-48-1 (3R,7S)-octane-1,3,7-triol 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 182803-39-0 (2S,4S,6R,10S)-6-(2-Methoxy-ethoxy)-10-methyl-2,4-diphenyl-[1,5]dioxecane 
• 182803-45-8 (2S,4S,6R,10S)-6-allyl-10-methyl-2,4-diphenyl-1,5-dioxecane 
• 182803-50-5 (4S,6S)-2-(4-pentenyl)-4,6-diphenyl-1,3-dioxane 
• 764-59-0 hex-5-en-1-al 

Relevant academic research and scientific papers

Asymmetric induction via an intramolecular haloetherification reaction of chiral ene acetals: A novel approach to optically active 1,4- and 1,5-diols

An asymmetric synthesis of chiral 1,4- and 1,5-diols has been developed from the ene acetals 1a and 1c, prepared from the corresponding aldehydes and chiral C2-symmetric diols, involving remote asymmetric induction as a key step. In the first step, treatment of 1 with I(coll)2ClO4 in the presence of an alcohol afforded the macrocyclic acetals (3-5 and 7) in a highly stereoselective manner. Subsequent nucleophilic substitution of iodide followed by a Grignard reaction with complete retention of stereochemistry and a final deprotection of the diphenylethylene or diphenylpropylene unit successfully gave optically active 1,4- and 1,5-diols in good yields.