Tetrahedron Letters p. 5421 - 5424 (1999)
Update date:2022-08-03
Topics:
Carde, Lydia
Davies, Huw
Geller, Thomas P.
Roberts, Stanley M.
Application of the recently developed silica-adsorbed polyleucine catalysts to the enantioselective epoxidation of two enones is reported. Treatment of these epoxides with trimethylaluminium in moist dichloromethane generates the α-hydroxy-β-methylketones, with inversion of configuration. Diastereoselective reduction of the ketone moiety followed by oxidative cleavage generates α-arylpropanoic acids.
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