329366-20-3

Upstream product

• 215389-08-5 C₁₆H₂₃BrO₃ 
• 153380-53-1 (1R,2R,3S,4S)-3-methylbicyclo[2.2.1]hept-5-en-2-carboxaldehyde 
• 94668-49-2 (1R,2R,3S,4S)-3-methyl-5-norbornene-2-methanol 
• 90719-37-2 (4S,1'R,2'R,3'S,4'S)-3-[(3'-methylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one 
• 215389-04-1 (2S,3aS,7aR)-2-((1R,2R,3S,4S)-3-Methyl-bicyclo[2.2.1]hept-5-en-2-yl)-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole 

Downstream Products

• 215389-15-4 (1S,4R,5R,6S)-5-[(R)-((1R,6S)-6-Benzyloxy-cyclohex-3-enyloxy)-methoxy-methyl]-6-methyl-bicyclo[2.2.1]hept-2-ene 

Relevant academic research and scientific papers

Asymmetric desymmetrization of saturated and unsaturated meso-1,2-diols

An asymmetric desymmetrization of saturated and unsaturated cyclic and acyclic meso-1,2-diols has been developed from the ene acetals, prepared from the norbornene carboxyaldehyde and meso-1,2-diols. The intramolecular haloetherification of the ene acetals as a key step afforded 8-membered acetals in a stereoselective manner just by the reaction of norbornene olefin even when the ene acetals from unsaturated meso-1,2-diols having olefins in the same molecule were used. Subsequent reductive elimination, followed by protecting the hydroxy group and transacetalization, gave optically active 1,2-diol derivatives and the starting ene acetals in good yields. (C) 2000 Elsevier Science Ltd.