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. 2018 Sep 11;57(40):13330–13334. doi: 10.1002/anie.201806343

Scheme 4.

Scheme 4

Scope with amine and alkyne nucleophiles. Yields refer to isolated, pure compounds. See the Supporting Information for the reaction conditions. 2‐Iodopyridine (1.5 equiv) and triflic anhydride (2 equiv) were added to a solution of the phosphonate (0.2 mmol) in CH2Cl2 (4 mL) at 0 °C. After 30 min, TEAC (2.5 equiv) was added at 0 °C. After another 15 min, a solution of deprotonated nucleophile (4 equiv) in THF (2 mL) was added, and the reaction mixture was stirred at room temperature for 18 h. * NaH used for the deprotonation. ** Tetrabutylammonium chloride was used instead of TEAC. Bn=benzyl, TIPS=triisopropylsilyl.