102245-25-0

Upstream product

• 95865-57-9 pent-1-en-2-yl benzoate 
• 26184-62-3 (S)-2-pentanol 
• 65-85-0 benzoic acid 
• 90013-12-0 (R)-2-methyl-1-phenyl-1-pentanone 
• 627-19-0 1-Pentyne 
• 134176-72-0 (2S)-(2-tetrahydropyranyloxy)pentane 

Downstream Products

• 31087-44-2 (R)-2-pentanol 

Relevant academic research and scientific papers

Asymmetric hydrogenation of 1-alkyl and 1-aryl vinyl benzoates: A broad scope procedure for the highly enantioselective synthesis of 1-substituted ethyl benzoates

The enantioselective hydrogenation of enol esters of formula CH2=C(OBz)R with rhodium catalysts based on phosphine-phosphite ligands (P-OP) has been studied. The reaction has a broad scope, and it is suitable for the preparation of products pos

Highly enantioselective hydrogenation of 1-alkylvinyl benzoates: A simple, nonenzymatic access to chiral 2-alkanols

Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a P?￡?OP ligand are described (see scheme; NBD=norbornadiene). The catalytic system has a broad scope and allows the preparation of a wide range of chiral esters 2 bearing diverse alkyls or a benzyl group with high enantioselectivities. These esters can easily be converted in highly enantioenriched 2-alkanols. Copyright

Highly enantioselective Rh-catalysed hydrogenation of 1-alkyl vinyl esters using phosphine-phosphoramidite ligands

MatPhos, a good mate for hard tasks: The asymmetric hydrogenation of 1-alkyl vinyl esters, thwarted so far by mediocre ee values and low activities, can now be achieved with MatPhos/Rh catalysts with ee values of 96-99 % for a variety of substrates at low catalyst loadings (0.1-1 mol %) and under mild conditions (5-20 bar H2, room temperature). After hydrolysis, the corresponding chiral secondary alkyl alcohols can be obtained in high enantiopurities providing a general and practical route to this important product class. Copyright

Rh(I)/DpenPhos catalyzed asymmetric hydrogenation of enol esters and potassium (E)-3-cyano-5-methylhex-3-enoate

Rh(I) complexes of a class of modular chiral monodentate phosphoramidites were highly efficient for the asymmetric hydrogenation of enol esters bearing α-aryl or α-alkyl groups, to afford the corresponding hydrogenation products in high enantioselectiviti

EFFECTIVE SYNTHESIS OF ENANTIOMERIC 2-PENTANOLS AND CHIRAL DOMINICALURES BASED ON THEM

The (S) and (R) enantiomers of sec-amyl-2-methyl-(2E)-pentenoate and 2,4-dimethyl-(2E)-pentenoate (dominicalure 1 and dominicalure 2 respectively), which are contained in the aggregation pheromone of the lesser grain borer Rhizopertha dominica, were synthesized by the acylation of (S)- and (R)-2-pentanols. (2S)-Pentanol was obtained in five stages with an overall yield of > 50percent from (S)-ethyl lactate with cross-coupling of the p-toluenesulfonate of (2S)-(2-tetrahydropyranyloxy)-1-propanol with lithium diethylcuprate at the key stage.Zinc chloride can be used as an effective catalyst for the removal of the tetrahydropyranyl protection under mild conditions. (2R)-Pentanol was prepared by inversion of the configuration of its (S) enantiomer by the Mitsunobu method.