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. Author manuscript; available in PMC: 2013 Mar 14.
Published in final edited form as: J Am Chem Soc. 2012 Mar 2;134(10):4941–4954. doi: 10.1021/ja210981a

Table 5. Study of the reaction of cyano donor 10 with electron-rich tosyl imine 19.

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entry temp (°C) solvent time conc % yield 13b (dr, ee) 14b (ee) 15b
1 50 THF 2h 0.02M 100 1.5 (6:1 dr) 1 0
2 4 PhCH3 2h 0.02M 40 1 0 0
3 4 PhCH3 1h 0.2M 100 8 (>10:1 dr) 0 1
4 4 PhCH3 1.5h 0.08M 100 10 (>20:1 dr, 96%) 0 1