title: Asymmetric synthesis of cis-2-aminocyclopropanols by intramolecular Mannich addition of silyloxy benzyl carbanions.
abstract: An efficient, highly diastereoselective method for the preparation of protected cis-2-aminocyclopropanols from N-tert-butanesulfinyl ketimines and various aryl acylsilanes is described. A tandem process for carbon-carbon bond formation via nucleophilic addition to acylsilanes, Brook rearrangement, and intramolecular Mannich reaction has been developed.
authors.affiliation: Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China.
authors.forename: Bo
authors.initials: B
authors.lastname: Liu
authors.forename: Chong-Dao
authors.initials: CD
authors.lastname: Lu
mesh_terms: D002073:Butanes / Q000737:chemistry; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*
chemical_list: D002073:Butanes; D004988:Ethers, Cyclic; D012821:Silanes; C043657:cyclopropanol; C046888:butane; D009584:Nitrogen; D010100:Oxygen