Table 1.
11 to 12a | 13 to 14a | |||
---|---|---|---|---|
catalyst | eeb(%) | convc (%) |
eeb (%) | convc (%) |
2a | 35 | >98 | 83 | >98 |
3a | 31 | >98 | 81 | >98 |
4a | 30 | >98 | 75 | >98 |
5a | 46 | >98 | 92 | >98 |
2b | 90 | >98 | 86 | 68 |
3b | 84 | >98 | 90 | >98 |
4b | 87 | >98 | 85 | >98 |
5b | 90 | >98 | 92 | 58 |
Reactions with 2a-5a (2 mol %) run in CH2Cl2; catalysts 2b-5b generated by stirring 2a-5a (4 mol %) in THF with 25 equiv NaI.
Enantiomeric excesses determined by chiral GC; see supporting information for chromatograms and proof of absolute stereochemistry.
Determined by 1H NMR spectrum of crude reaction mixture.