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. Author manuscript; available in PMC: 2017 Jul 26.
Published in final edited form as: Angew Chem Int Ed Engl. 2017 Apr 18;56(21):5806–5811. doi: 10.1002/anie.201702107

Table 2.

Aryl Diazonium Scope[a]

graphic file with name nihms873719u4.jpg
entry R = yield (%)[b] ee (%)[c]
1 H (8a) 82 85
2 3-CF3 (8b) 70 84
3 4-F (8c) 81 85
4 3-OMe (8d) 81 79
5 4-OMe (8e) 73 82
6 3,5-Me (8f) 79 82
7 4-fBu (8g) 82 87
8 4-Ph (8h) 66 85
9 4-OMe, 3-CI (8i) 80 80
10 2-F (8j) 15 94
[a]

Conditions: 6 (1 equiv, 0.054mmol); aryldiazonium tetrafluoroborate (1.4 equiv); Pd2(dba)3 (0.05 equiv); 7a (0.10 equiv); K2CO3 (2 equiv); solvent (1.6 mL); 24 h.

[b]

Isolated yields.

[c]

Enantiomeric excess determined by chiral phase HPLC.