478490-97-0Relevant academic research and scientific papers
Total Synthesis of Limaol
Hess, Stephan N.,Mo, Xiaobin,Wirtz, Conny,Fürstner, Alois
, p. 2464 - 2469 (2021)
A nonthermodynamic array of four skipped methylene substituents on the hydrophobic tail renders limaol, a C40-polyketide of marine origin, unique in structural terms. This conspicuous segment was assembled by a two-directional approach and finally coupled to the polyether domain by an allyl/alkenyl Stille reaction under neutral conditions. The core region itself was prepared via a 3,3′-dibromo-BINOL-catalyzed asymmetric propargylation, a gold-catalyzed spirocyclization, and introduction of the southern sector via substrate-controlled allylation as the key steps.
A de novo enantioselective total synthesis of (-)-laulimalide
Nelson, Scott G.,Cheung, Wing S.,Kassick, Andrew J.,Hilfiker, Mark A.
, p. 13654 - 13655 (2007/10/03)
An enantioselective total synthesis of the naturally occurring anticancer agent (-)-laulimalide is described. The synthesis is characterized by extensive use of new reaction methodologies based on catalytic asymmetric acyl halide-aldehyde cyclocondensatio
