1160983-08-3Relevant academic research and scientific papers
Enantioselective Synthesis of Dialkylated α-Hydroxy Carboxylic Acids through Asymmetric Phase-Transfer Catalysis
Duan, Shaobo,Li, Sanliang,Ye, Xinyi,Du, Nuan-Nuan,Tan, Choon-Hong,Jiang, Zhiyong
, p. 7770 - 7778 (2015)
In the presence of an L-tert-leucine-derived urea-ammonium salt as phase-transfer catalyst, a highly enantioselective alkylation of 5H-oxazol-4-ones with various benzyl bromides and allylic bromides has been developed to furnish catalytic asymmetric synthesis of biologically important dialkylated α-hydroxy carboxylic acids with a broad scope. This is the first example of an L-amino acid-derived urea-ammonium salt being used as a phase-transfer catalyst with excellent catalytic efficiency.
Asymmetric Synthesis of Carbocyclic Propellanes
Schneider, Lisa M.,Schmiedel, Volker M.,Pecchioli, Tommaso,Lentz, Dieter,Merten, Christian,Christmann, Mathias
supporting information, p. 2310 - 2313 (2017/05/12)
A modular synthesis of functionalized carbocyclic propellanes was developed. Formation of the first of two quaternary bridgehead centers has been achieved by desymmetrization of prostereogenic ketones by either Hajos-Parrish-Eder-Sauer-Wiechert-type processes or Werner’s catalytic asymmetric Wittig reaction. The obtained bicyclic enones were subjected to conjugate additions upon which the remaining ring was formed by olefin metathesis. All bridges are amenable to further derivatization, which renders those compounds useful as central units in fragment-based drug discovery or as ligand scaffolds.
