Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 82954-65-2, is researched, SMILESS is NC[C@@H]1OC(C)(C)OC1, Molecular C6H13NO2Journal, Tetrahedron called Design and preparation of a novel prolinamide-based organocatalyst for the solvent-free asymmetric aldol reaction, Author is Martins, Rafaela de S.; Pereira, Mathias P.; de Castro, Pedro P.; Bombonato, Fernanda I., the main research direction is hydroxy phenylmethyl cyclohexanone preparation diastereoselective enantioselective; aryl aldehyde cyclohexanone aldol reaction prolinamide organocatalyst.Category: tetrahydropyran.
The preparation of novel organocatalysts I (R = i-Pr, i-Bu, Bn) and II as highly diastereo and enantioselective catalysts for the solvent-free asym. aldol reaction was described. These organocatalysts I and II were synthesized in eight steps applying simple and com. available starting materials. The best results were obtained for the proline-derived catalyst II, providing access to the desired adducts III (R1 = H, Me, Et; Ar = 4-nitrophenyl, naphthalen-2-yl, furan-2-yl, etc.) in up to 95% yield, 1:19 syn/anti and 98% e.e. Moreover, even sterically bulky aldehydes ArCHO and substituted cyclohexanones IV were well tolerated. DFT calculations and control experiments indicated that several hydrogen bonding interactions between the aldehyde and the enamine intermediate are responsible for the stereoselective chiral induction process and that the trifluoroacetate counter-anion is crucial for the attainment of higher stereoselectivities.
Although many compounds look similar to this compound(82954-65-2)Category: tetrahydropyran, numerous studies have shown that this compound(SMILES:NC[C@@H]1OC(C)(C)OC1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics