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. Author manuscript; available in PMC: 2020 Mar 22.
Published in final edited form as: Angew Chem Int Ed Engl. 2019 Feb 21;58(13):4366–4370. doi: 10.1002/anie.201900301

Table 1.

Scope of the Ir-catalyzed branched-selective α-alkylation of cyclic ketones with simple alkenes.[a]

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[a]

Unless otherwise noted, all reactions were run with 0.2 mmol of L1, 0.5 mL of 1 and 0.5 mL of alkene; loadings are based on L1; TONs were calculated based on [Ir] with isolated products; selectivities were determined by 1H NMR or GC-MS of the crude products; b/l = branched:linear ratio.

[b]

Pre-condensed propene was used.

[c]

The reaction mixture was further treated with 6 M HCl and toluene at 110 °C for 1 h.

[d]

2 mmol of alkenes were used.

[e]

2 mmol of the ketone substrate was used with 40 mol% of tert-octylamine (instead of t-BuNHi-Pr) based on L1 in 0.3 mL of toluene at 150 °C for 48 h. The reaction was further treated with 6 M HCl at 110 °C for 1 h.