Lipase-catalyzed resolution of β-hydroxy selenides

M Gruttadauria, PL Meo, S Riela, F D'Anna…

Index: Gruttadauria, Michelangelo; Meo, Paolo Lo; Riela, Serena; D'Anna, Francesca; Noto, Renato Tetrahedron Asymmetry, 2006 , vol. 17, # 18 p. 2713 - 2721

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Citation Number: 16

Abstract

Eleven β-hydroxy selenides were kinetically resolved using an immobilized lipase (Amano PS-C II) in toluene in the presence of vinyl acetate at 30° C. This approach provided, in several cases, both enantiomers in high enantiomeric excess. The role of the size of substituents and the behaviour of cyclic β-hydroxy selenides is also discussed. Enantiopure β-hydroxy selenides are useful building blocks. As an application of this chemistry, ...