title: Efficient synthesis of α-quaternary α-hydroxy-β-amino esters via silyl glyoxylate-mediated three-component reactions.
abstract: An efficient method has been developed for the enantioselective synthesis of fully protected α-quaternary α-hydroxy-β-amino esters via the coupling of three components: aryl Grignard reagents (or methyllithium), silyl glyoxylate, and N-tert-butanesulfinyl imines. This protocol enables successive formation of two C-C bonds and two adjacent chiral carbons with high stereocontrol in a one-pot operation.
authors.affiliation: The Key Laboratory of Plant Resources and Chemistry of Arid Zones, Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011, China , and University of the Chinese Academy of Sciences , China.
authors.forename: Jiu-Long
authors.initials: JL
authors.lastname: Jiang
authors.forename: Ming
authors.initials: M
authors.lastname: Yao
authors.forename: Chong-Dao
authors.initials: CD
authors.lastname: Lu
mesh_terms: D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D006038:Glyoxylates / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*
chemical_list: D004952:Esters; D006038:Glyoxylates; D007097:Imines; D009942:Organometallic Compounds; D012821:Silanes; D008094:Lithium