95340-94-6

Upstream product

• 5062-97-5 cis-exo-2,3-bis(hydroxymethyl)bicyclo<2.2.1>heptane 
• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 699-95-6 5-norbornene-2,3-dimethanol 
• 187841-66-3 (1S,2S)-1-[(1S,2R,3R,4R)-3-((E)-3-Hydroxy-propenyl)-bicyclo[2.2.1]hept-2-yl]-3-iodo-propane-1,2-diol 
• 187841-51-6 (E)-3-[(1R,2R,3R,4S)-3-((2S,3S)-3-Hydroxymethyl-oxiranyl)-bicyclo[2.2.1]hept-2-yl]-propenol 

Relevant academic research and scientific papers

Catalytic asymmetric oxidative lactonizations of meso-diols using a chiral iridium complex

A chiral amino alcohol/Ir complex catalyzes the asymmetric oxidative lactonizations of meso-diols to give the corresponding lactones in up to 81% ee.

Catalytic enantioselective desymmetrization of meso cyclic anhydrides via iridium-catalyzed hydrogenation

A novel method to desymmetrize meso-anhydrides into lactones via asymmetric hydrogenation catalyzed by the Ir-C3*-TunePhos complex has been developed. Various chiral lactones were synthesized with full conversion and excellent enantioselectivit

Specific asymmetric mono-epoxidation of meso 2,3-syn-bis-allylic alcohols having a bicyclo[2.2.1]heptane framework

The Katsuki-Sharpless asymmetric epoxidation reaction of meso syn-2,3-bis-endo- and exo-allyl alcohols on a bicyclo[2.2.1]heptane framework took place regio- and stereo-selectively in a unilateral way to give the corresponding mono-epoxidation products as the major product.

Enzymes in Organic Synthesis. 34. Preparations of Enantiomerically Pure Exo-and Endo-Bridged Bicyclic and Chiral Lactones via Stereospecific Horse Liver Alcohol Dehydrogenase Catalyzed Oxidations of Meso Diols

Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidations of saturated and unsaturated exo- and endo-bridged bicyclic and meso diols proceed with complete enantiotopic specificity to give high (64-87percent) yields of the corresponding chiral lactones of >=97percent ee.As for previous meso diol oxidations, the stereochemical course of each oxidation (S-center CH2OH oxidation in all cases) is as predicted by the cubic-space model of the active site.An illustration of the asymmetric synthetic value of these chiral lactones is provided by the conversion of one of them into a prostaglandin precursor.