A Lanthanide(III) Triflate Mediated Macrolactonization/Solid-Phase Synthesis Approach for Depsipeptide Synthesis

作者:Goodreid Jordan D; dos Santos Eduardo da Silveira; Batey Robert A*
来源:Organic Letters, 2015, 17(9): 2182-2185.
DOI:10.1021/acs.orglett.5b00781

摘要

The effect of dysprosium(III) triflate on macrolactonization reactions to form depsipeptides using MNBA (Shiina's reagent) is reported. Improved yields were obtained for the formation of 16-membered depsipeptides using lanthanide triflate additives. The use of a macrocyclization strategy permits the use of a semiautomated solid-phase synthesis approach for the rapid synthesis of analogues of the antibacterial A54556 acyldepsipeptides in only two physical operations, requiring only final product purification after cyclization.

  • 出版日期2015-5-1