Due to errors in data transcription, incorrect reaction conditions and yields were displayed in Table 1 and Scheme 2 of the manuscript and in the Supporting Information. In addition, the procedure for a 5 mmol scale reaction was inadvertently left out of the Supporting Information. The corrected Table and Scheme are displayed below, and the Supporting Information has been updated with a revised version. We regret any inconvenience caused by these errors and omissions.
Table 1. Screening of Reaction Conditionsa.
| Yield
(%) |
||||||
|---|---|---|---|---|---|---|
| Entry | [SCF3]+ | Lewis acid | 2a | 2a′ | 2a″ | ee (%) |
| 1 | R1 | BF3·Et2O | 0 | |||
| 2 | R2 | BF3·Et2O | 7 | |||
| 3 | R3 | BF3·Et2O | 1 | |||
| 4 | R4 | BF3·Et2O | 0 | |||
| 5b | R2 | Me3SiOTf | 67 | 32 | 0 | 98 |
| 6b | R2 | Et3SiOTf | 78 | 20 | 0 | 98 |
| 7b | R2 | iPr3SiOTf | 58 | 0 | 41 | 96 |
| 8b | R2 | iPrEt2SiOTf | 31 | 7 | 13 | |
| 9b | R5 | Et3SiOTf | 95 | 0 | 0 | 96 |
| 10b | R6 | Et3SiOTf | 98 | 0 | 0 | 97 |
| 11c | R6 | Et3SiOTf | 93 | 0 | 0 | 97 |
Yields were determined by 1H NMR spectroscopy using 1,3,5-trimethoxybenzene as the internal standard, TMPH = 2,2,6,6-tetramethylpiperidine.
35 °C.
[Ir(cod)Cl]2 (2 mol %, 4 mol % Ir), (S)-L (8 mol %), 1a (1.0 equiv), R6 (1.5 equiv), TMPH (2.0 equiv) and TESOTf (1.25 equiv), DCE [1.0 M], r.t., overnight.
Scheme 2. Synthetic Utility.
Standard conditions.
DCE [0.5 M].
See the Supporting Information.
Supporting Information Available
The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.4c13920.
Experimental procedures, characterization of new compounds, X-ray crystallographic data, copies of NMR spectra, and copies of HPLC traces (PDF)
Supplementary Material
Associated Data
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