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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 10.

Study of ligand stoichiometry in the addition of MeLi to imine 8

graphic file with name nihms91828u8.jpg
entry ligand R4 ligand, equiv yield, %a erb
1 12ba CH2Ph 1.00 91 67.0:33.0
2 12ba CH2Ph 0.50 71 71.0:29.0
3 12ba CH2Ph 0.25 47 71.0:29.0
4 12ba CH2Ph 0.10 27 68.5:31.5
5 12bb CHMe2 1.00 90 85.0:15.0
6 12bb CHMe2 0.50 68 83.0:17.0
7 12bb CHMe2 0.25 57 81.0:19.0
8 12bb CHMe2 0.10 30 81.5:18.5
9 12bc CMe3 1.00 95 87.5:12.5
10 12bc CMe3 0.50 88 86.5:13.5
11 12bc CMe3 0.25 65 85.0:15.0
12 12bc CMe3 0.10 46 83.0:17.0
a

Yield of chromatographically homogeneous material.

b

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