title: Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Brønsted acid catalysis.
abstract: Highly enantioselective protonation of α-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Brønsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.
authors.affiliation: Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho B2-3(611), Chikusa, Nagoya 464-8603, Japan. tooi@apchem.nagoya-u.ac.jp.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Uraguchi
authors.forename: Tomohito
authors.initials: T
authors.lastname: Kizu
authors.forename: Yuki
authors.initials: Y
authors.lastname: Ohira
authors.forename: Takashi
authors.initials: T
authors.lastname: Ooi
mesh_terms: D000080:Acetals / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D005030:Ethylenes / Q000737:chemistry*; D007477:Ions / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D011522:Protons; D012821:Silanes / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000080:Acetals; D002264:Carboxylic Acids; D005030:Ethylenes; D007477:Ions; D007659:Ketones; D011522:Protons; D012821:Silanes; D013141:Spiro Compounds; C008223:ketene