Table 1.
Examination of Ketoimines Bearing Different N-aryl Groupsa
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---|---|---|---|---|---|
entry | G | temp (°C) | conv (%)b | anti:synb | er; ee (%)c |
1 | ![]() |
+4 | 68 | <2:>98 | 63.5:36.5; 27 |
2 | −15 | 45 | <2:>98 | 67:33; 34 | |
3 | −30 | 20 | <2:>98 | 64.5:35.5; 29 | |
4 | −78 | <2 | nd | nd | |
5 | ![]() |
−78 | >98 | 93:7 | 95.5:4.5; 91 |
6 | ![]() |
−78 | >98 | 80:20 | 89.5:10.5; 79 |
7 | ![]() |
−78 | 43 | 8:92 | 77.5:22.5; 55 |
Reactions performed under N2 atmosphere.
Conversion levels and diastereomeric ratios were determined by analysis of 400 MHz 1H NMR spectra of unpurified products.
Enantiomeric ratio (er) values were determined by chiral HPLC analysis; see the Supporting Information for details.
nd = not determined.