title: A room-temperature catalytic asymmetric synthesis of allenes with ECNU-Phos.
abstract: Three-carbon axial chirality has been asymmetrically established from racemic one-carbon central chirality efficiently at room temperature: we report here the discovery of the first catalytic asymmetric carbonylation of readily available racemic propargylic carbonates to access optically active 2,3-allenoates with fairly high ee. The combination of [(π-allyl)PdCl]2 with [(R)-ECNU-Phos], a new chiral bisphosphine ligand based on a biphenyl skeleton, demonstrates high enantioselectivity. Both enantiomers of allenoates can be obtained at room temperature by applying either (R)- or (S)-ECNU-Phos.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China.
authors.forename: Yuli
authors.initials: Y
authors.lastname: Wang
authors.forename: Wanli
authors.initials: W
authors.lastname: Zhang
authors.forename: Shengming
authors.initials: S
authors.lastname: Ma
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis*; D002244:Carbon / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry; D002384:Catalysis; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D002254:Carbonates; C025947:propadiene; D010165:Palladium; D002244:Carbon