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. Author manuscript; available in PMC: 2016 Jul 6.
Published in final edited form as: J Am Chem Soc. 2015 May 27;137(22):7067–7070. doi: 10.1021/jacs.5b04088

Table 2.

β-C(sp3)–H Fluorination of Amino Acidsa,b,c

graphic file with name nihms797224t2.jpg
a

Condition A: 0.1 mmol of 1, 1.5 equiv of Selectfluor, 10 mol% of Pd(TFA)2, 10 mol% of L10, 2.0 equiv of Ag2CO3, 1.5 mL of 1,4-dioxane, 115 °C, under air, 15 h.

b

Isolated yields.

c

The d.r. value was estimated by 1H NMR analysis of the crude product.

d

Isolated yield of major diastereomer.

e

Condition B: 0.1 mmol of 1, 1.25 equiv of Selectfluor, 10 mol% of Pd(OAc)2, 20 mol% of L5, 1.25 mL of 1,4-dioxane, 115 °C, under air, 15 h.

f

Condition A, but using 20 mol% of L10 and adding 1.0 equiv of KHCO3.