38176-01-1Relevant articles and documents
Enzyme-mediated synthesis of (S)- And (R)-verapamil
Brenna, Elisabetta,Fuganti, Claudio,Grasselli, Piero,Serra, Stefano
, p. 1349 - 1357 (2007/10/03)
A lipase-mediated synthesis of (S)- And (R)-verapamil is described. The key steps of the synthetic sequence are the enantioselective acetylation, mediated by Lipase PS, of allylic alcohol (Z)-(±)-2, affording the acetate derivative (Z,R)-(-)-3 (ee 92%) and the Ireland-Claisen rearrangement of this latter and of its enantiomer (Z,S)-(+)-3 (ee 92%) to afford acid derivatives (E,R)-(-)-4 (ee 94%) and (E,S)-(+)-4 (ee 93%), precursors of (S)- and (R)-verapamil, respectively.