TY - JOUR A1 - Drop, Adam A1 - Wojtasek, Hubert A1 - Frąckowiak-Wojtasek, Bożena T1 - Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals JF - Beilstein Journal of Organic Chemistry PY - 2020/// VL - 16 SP - 616 EP - 620 SN - 1860-5397 DO - 10.3762/bjoc.16.57 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.16.57 KW - 2,3-butanediacetal KW - cis-epoxide KW - (−)-disparlure KW - (+)-disparlure KW - (−)-monachalure KW - (+)-monachalure N2 - 2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth (Lymantria dispar) and the nun moth (Lymantria monacha) using methyl (2S,3R,5R,6R)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material. ER -