858659-52-6Relevant articles and documents
Stepwise cross-couplings of a dibromo-γ-methylenebutenolide as an access to Z-configured α-alkenyl-γ-alkylidenebutenolides. Straightforward synthesis of the antibiotic lissoclinolide
Sorg, Achim,Blank, Frederik,Bruckner, Reinhard
, p. 1286 - 1290 (2007/10/03)
The Z-isomer of α-bromo-γ-(bromomethylene)butenolide was prepared from α-angelica lactone or levulinic acid in three and four steps, respectively. Successive Stille-couplings with an unsaturated stannane, with the potential to use a different second unsaturated stannane, involved the a?-substituent first and the a?-substituent thereafter. Thereby, α-alkenyl-γ-alkylidenebutenolides and their arene analogs were obtained Z-selectively.