Nitrite-Catalyzed Stereoselective Bromocyclization to Access Tetrahydrofuran Scaffolds under Batch and Flow: An Economic and Sustainable Approach to Gram-Scale Total Synthesis of Posaconazole

作者：Xiao Xiao, Junbo Zheng, Yu-Xia Jin, Peng-Bo Ren, Haibo Jiang, Lihao Liao, Min Wang, Zhiqiang Wang, Dang Cheng, Fen‐Er Chen · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c02469 · 被引用次数：3 · 研究领域：Oxidative Organic Chemistry Reactions、Vanadium and Halogenation Chemistry、Ionic liquids properties and applications

A highly efficient and concise bromocyclization has been successfully achieved, in which chiral auxiliary-substituted 4-en-1-ol derivatives can be transformed to valuable THF scaffolds in an economic and green manner. Production was successfully scaled up under both batch and continuous flow processes. A distinctive feature of our synthetic approach is that water constitutes the primary byproduct. Notably, gram-scale total synthesis of posaconazole was successfully achieved, underscoring the industrial applicability and cost-effectiveness of this transformation.