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. Author manuscript; available in PMC: 2020 Dec 29.
Published in final edited form as: Nat Chem. 2020 Jun 29;12(8):747–754. doi: 10.1038/s41557-020-0469-5

Table 1 |.

Reaction scope.

graphic file with name nihms-1586795-t0008.jpg

Conditions: alkene (0.2 mmol, 1 equiv), PhSiH3 (1.1 equiv), TMSCN (2.0 equiv), Co 3 (0.5 mol%), Cu(OTf)2 (5 mol%), ligand 4 (10 mol%), TBABF4 (2.0 equiv), HOAc (5.0 equiv), DMF (4.0 mL), C anode, Pt cathode, undivided cell, 0 °C, Ucell = 2.3 V. Isolated yields are reported, unless otherwise noted.

a

Optimal yield obtained at Ucell = 1.8 V (see discussion below about electrochemical control of reaction chemoselectivity).

b

With 1 mol% Co 3.

c

With 2 mol% Co 3.

d

Condition A: with 1.5 equiv TMSCN, 1.1 equiv PhSiH3; yield determined by 1H NMR.

e

Condition B: with 4.0 equiv TMSCN, 2.2 equiv PhSiH3.

Abbreviations: r.r. = regiomeric ratio, d.e. = diastereomeric excess.