A Chemoenzymatic Dynamic Kinetic Resolution Approach to Enantiomerically Pure (R)- and (S)-Duloxetine
2011 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 76, no 10, 3917-3921 p.Article in journal (Refereed) Published
The synthesis of (R)-duloxetine is described. Dynamic kinetic resolution of β-hydroxynitrile rac-1 using Candida antarctica lipase B (CALB, N435) and ruthenium catalyst 6 afforded β-cyano acetate (R)-2 in high yield and in excellent enantioselectivity (98% ee). The subsequent synthetic steps were straightforward and (R)-duloxetine was isolated in 37% overall yield over 6 steps. The synthetic route also constitute a formal total synthesis of (S)-duloxetine.
Place, publisher, year, edition, pages
2011. Vol. 76, no 10, 3917-3921 p.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-56948DOI: 10.1021/jo2003665ISI: 000290465700034OAI: oai:DiVA.org:su-56948DiVA: diva2:414085