Table 2.
Entry | Scale | Conv. | 11 d [%] | (+)‐2 d [%] | ||
---|---|---|---|---|---|---|
[%][a] | Yield[b] | ee [d] | Yield[b] | ee [c] | ||
1 | 1 mg | 50 | –[e] | 99 | –[e] | 99 |
2 | 100 mg | 43 | 38 | 95 | 50 | 72 |
3 | 2.0 g | 41 | 39 | 95 (>99[f]) | 45 | 66 |
Reaction conditions: CFE (44 v %), 20 mm substrate, 2‐oxoglutarate (1.75 equiv), sodium ascorbate (3 equiv), 23 % DMSO as cosolvent, 18 h; the absolute configurations were determined by comparison to literature values.24 [a] The conversion was determined from calibrated HPLC‐UV spectra. [b] Yields of isolated, chromatographically pure, and fully characterized products are reported. [c] The ee values were determined by HPLC‐UV analysis on a chiral stationary phase (for details see the Supporting Information). [d] The ee value was determined from the conversion and the ee of the remaining substrate.25 [e] Yield of isolated product not determined. [f] The ee was determined by HPLC‐UV analysis of the follow‐up product 1 (see Scheme 2).