6533b827fe1ef96bd12875f1

RESEARCH PRODUCT

Lipase-catalyzed resolution of anti-substituted 1,3-dioxepan-5-ols

M. GruttadauriaP. Lo MeoS. RielaF. GiacaloneR. Noto

subject

Settore CHIM/06 - Chimica Organicalipase stereoselective reaction 13-dioxepan-5-ols

description

Several anti-6-substituted 1,3-dioxepan-5-ols 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 some cases, the alcohol and the acetate in high enantiomeric purity, depending on the nature of the substituent (R = N3, SePh, I, OBn) and the acetal group (unsubstituted or dimethyl). The role of the size of substituents is also discussed. Enantiopure anti-6-substituted 1,3-dioxepan-5-ols are useful building blocks.

yearjournalcountryeditionlanguage
2006-01-01
10.1016/j.tetasy.2006.11.024http://hdl.handle.net/10447/19304