Abstract
AbstractFunctionalized 4,4‐difluorospiro[2.2]pentan‐1‐yl derivatives are proposed as promising building blocks for synthetic and medicinal chemistry. Scalable, efficient, and diastereoselective approach to their preparation via the difluorocyclopropanation of (2‐methylenecyclopropyl)methanol is developed. Stability of the title scaffolds towards common reaction conditions is confirmed by a series of typical functional group transformations. Physicochemical characteristics (pKa, logP, and aqueous solubility) and structural features of the key 4,4‐difluorospiro[2.2]pentan‐2‐yl derivatives are established and compared with those of non‐fluorinated analog, 2,2‐difluorinated isomer, as well as monocyclic gem‐difluorinated counterparts.
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