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. Author manuscript; available in PMC: 2009 Oct 5.
Published in final edited form as: Adv Synth Catal. 2008 May 5;350(7-8):1023–1045. doi: 10.1002/adsc.200800017

Table 6.

Evaluation of ligand structure in additions of MeLi to imines 8, 10 and 11

graphic file with name nihms91828u6.jpg
entry R (no.) ligand n product yield, %a erb
1 Ph (8) 12kc 3 15 82 75.5:24.5
2 Ph (8) 12lc 4 15 97 86.5:13.5
3 Ph (8) 12mc 5 15 94 85.5:14.5
4 Ph (8) 12nc 6 15 87 85.0:15.0
5 Ph (8) 12ac Me, Me 15 90 83.5:16.5
6 PhCH=CH (10) 12kc 3 17 93 51.0:49.0
7 PhCH=CH (10) 12lc 4 17 85 92.0:8.0
8 PhCH=CH (10) 12mc 5 17 81 95.0:5.0
9 PhCH=CH (10) 12nc 6 17 70 95.5:4.5
10 PhCH=CH (10) 12ac Me, Me 17 73 97.0:3.0
11 PhCH2CH2 (11) 12kc 3 16 72 72.0:28.0
12 PhCH2CH2 (11) 12lc 4 16 80 95.0:5.0
13 PhCH2CH2 (11) 12mc 5 16 87 95.5:4.5
14 PhCH2CH2 (11) 12nc 6 16 83 87.5:12.5
15 PhCH2CH2 (11) 12ac Me, Me 16 81 96.5:3.5
a

Yield of chromatographically homogeneous material.

b

All compounds have R configuration. Determined by CSP-HPLC analysis.