918442-98-5Relevant articles and documents
Lipase-catalyzed resolution of β-hydroxy selenides
Gruttadauria, Michelangelo,Meo, Paolo Lo,Riela, Serena,D'Anna, Francesca,Noto, Renato
, p. 2713 - 2721 (2007/10/03)
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, enantiopure (1S,2R)-indene oxide was obtained in one step from the proper enantiopure β-hydroxy selenide.