Nitrite-Catalyzed Stereoselective Bromocyclization to Access Tetrahydrofuran Scaffolds under Batch and Flow: An
Xiao Xiao1,2,3, Jun-Bo Zheng1, Yu-Xia Jin1
1Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, People's Republic China.
Abstract:
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.
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