Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation.

Autor: Shin I; University of Texas at Austin, Department of Chemistry, Austin, TX 78712, USA., Hong S; University of Texas at Austin, Department of Chemistry, Austin, TX 78712, USA., Krische MJ; University of Texas at Austin, Department of Chemistry, Austin, TX 78712, USA.
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2016 Nov 02; Vol. 138 (43), pp. 14246-14249. Date of Electronic Publication: 2016 Oct 25.
DOI: 10.1021/jacs.6b10645
Abstrakt: Diverse hydrogen-mediated C-C couplings enable construction of the actin-binding marine polyketide swinholide A in only 15 steps (longest linear sequence), roughly half the steps required in two prior total syntheses. The redox-economy, chemo- and stereoselectivity embodied by this new class of C-C couplings are shown to evoke a step-change in efficiency.
Databáze: MEDLINE