1.
Chemistry
; 19(41): 13859-64, 2013 Oct 04.
Article
in English
| MEDLINE
| ID: mdl-24038638
ABSTRACT
Dynamic kinetic resolution of various homoallylic alcohols with the use of Candida antarctica lipaseâ B and ruthenium catalyst 2 afforded homoallylic acetates in high yields and with high enantioselectivity. These enantiopure acetates were further transformed into homoallylic acrylates after hydrolysis of the ester function and subsequent DMAP-catalyzed esterification with acryloyl chloride. After ring-closing metathesis 5,6-dihydropyran-2-ones were obtained in good yields. Selective hydrogenation of the carboncarbon double bond afforded the corresponding δ-lactones without loss of chiral information.