The first total synthesis of (−)-TAN-2483B, a fungal metabolite possessing a densely functionalized furo[3,4-b]pyran-5-one framework, is achieved in 14 steps from d-mannose. Generation of the 2,6-trans-pyran is by cyclopropane ring expansion followed by α-selective alkynylation. Julia–Kocienski olefination introduces the E-propenyl side chain. Alkyne functionalization and carbonylation stereoselectively establish the bicyclic core of (−)-TAN-2483B. Inhibition of kinases Btk and Bmx, bacterial priority pathogens, and cytokine production in splenocytes indicates promising therapeutic potential.

中文翻译：

---

真菌代谢物 (-)-TAN-2483B 的全合成和生物活性研究

(-)-TAN-2483B 是一种真菌代谢物，具有高度功能化的 furo[3,4- b ] pyran -5-one 骨架，其首次全合成是从d-甘露糖14 步完成的。2,6-反式吡喃的生成是通过环丙烷环扩张，然后是α-选择性炔基化。Julia-Kocienski 烯化引入了E-丙烯基侧链。炔官能化和羰基化立体选择性地建立了 (-)-TAN-2483B 的双环核心。抑制激酶 Btk 和 Bmx、细菌优先病原体以及脾细胞中细胞因子的产生表明具有良好的治疗潜力。