208336-29-2Relevant academic research and scientific papers
Umpolung-like Cross-coupling of Tosylhydrazones with 4-Hydroxy-2-pyridones under Palladium Catalysis
Katsina, Tania,Papoulidou, Kyriaki Eleni,Zografos, Alexandros L.
supporting information, p. 8110 - 8115 (2019/10/11)
Tosylhydrazones under palladium catalysis were found to perform cross-coupling reactions with 4-hydroxy-2-pyridones. The umpolung-like reactivity, between the α-carbon of tosylhydrazone and the 3-position of the heterocycle, which is observed in the obtai
Chemoenzymatic preparation of the p-menth-1,5-dien-9-ol stereoisomers and their use in the enantiospecific synthesis of natural p-menthane monoterpenes
Serra, Stefano,Nobile, Igor
scheme or table, p. 1455 - 1463 (2011/11/12)
A study on the preparation and synthetic exploitation of the isomeric forms of p-menth-1,5-dien-9-ol is reported. The latter alcohols were prepared in high enantiomeric purity from the easily available enantiomers of carvone. Thus, a chemoenzymatic procedure based on lipase-mediated acetylation, allowed the separation of their diastereoisomeric forms. Moreover, the purity of the chiral building blocks obtained was improved by fractional crystallisation of their 3,5-dinitrobenzoyl derivatives. A number of synthetic applications have also been described. The stereospecific cyclisation of the isomerically pure dienic alcohols gave the isomeric forms of the terpenes dill and epi-dill ether, which were hydrogenated diastereoselectively to the corresponding (1R)- or (1S)-derivatives depending on the catalyst used. The oxidation of the latter ethers turned out to be stereoselective, affording either the corresponding p-menthan-9-oic lactone or the keto-acid derivatives depending on the starting isomer used.
A facile synthesis of (S)- and (R)-[6-2H]carvones and (S)- and (R)-[2-2H]limonenes
Hirata, Toshifumi,Higata, Tomohiro,Shimoda, Kei,Ito, Diana I.,Izumi, Shunsuke
, p. 285 - 290 (2007/10/03)
(S)- and (R)-[6-2H]Carvones and (S)- and (R)-[2-2H]limonenes, nonradioactive tracers for the studies on the biosynthesis and metabolism of monoterpenoids in higher plants, were synthesized from (R)- and (S)-carvones by regioselective deuteration via a convenient route with highly enantiomeric purity.
