《A Structurally Robust Chiral Borate Ion: Molecular Design, Synthesis, and Asymmetric Catalysis》 was written by Uraguchi, Daisuke; Ueoka, Fumito; Tanaka, Naoya; Kizu, Tomohito; Takahashi, Wakana; Ooi, Takashi. Application of 4755-77-5This research focused onvinyl ether diastereoselective enantioselective regioselective Prins cyclization DFT; dihydropyran preparation; chiral binaphthyldiamine borate catalyst preparation; asymmetric catalysis; borates; cyclization; ion pairs; organocatalysis. The article conveys some information:
Catalysis by chiral weakly-coordinating anions (WCAs) remains underdeveloped due to the lack of a mol. design strategy for exploiting their characteristics, such as the non-nucleophilic nature. The development of a chiral borate ion comprising an O,N,N,O-tetradentate backbone, e,g., I, which ensures hitherto unattainable structural robustness is reported. Upon pairing with a proton, the hydrogen borate acts as an effective catalyst for the asym. Prins-type cyclization of vinyl ethers, providing access to structurally and stereochem. defined dihydropyrans. The key to selectivity control is the distinct ability of the borate ion to discriminate the prochiral faces of the acyclic oxonium ion intermediate and dictate the regiochem. outcome. We anticipate that this study paves the way for exploring the untapped potential of WCA catalysis for selective chem. synthesis. The experimental process involved the reaction of Ethyl oxalyl monochloride(cas: 4755-77-5Application of 4755-77-5)
Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Application of 4755-77-5
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