Abstract Both enantiomers of biologically and pharmaceutically interesting benzofuran-, benzothiophen-, and phenylfuran-based 1-heteroarylethanamines were prepared at close to theoretical yields by using Candida antarctica lipase B (Novozym 435) catalyzed (R)- selective N-acylation with isopropyl butanoate (enantiomeric ratio E> 200). The use of N- methyl-2-pyrrolidinone (NMP) as a cosolvent (1: 30) in isopropyl butanoate solved the ...