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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 8.

Addition of organolithium reagents to imine 11 promoted by 12bc

graphic file with name nihms91828u7.jpg
entry R2 solvent product yield, %a erb
1 n-Bu toluene 19 82 78.5:21.5c
2 n-Bu toluene/Et2O (8:1) 19 90 83.0:17.0c
3 n-Bu i-Pr2O 19 86 84.5:15.5c
4 n-Bu Et2O 19 90 76.5:23.5c
5 n-Bu TBME 19 86 74.0:26.0c
6 Phd toluene 20 82 65.0:35.0e
7 Phf toluene/Et2O 20 89 50.0:50.0e
8 CH2=CH toluene 21 95 94.5:5.5e
9 CH2=CH i-Pr2O 21 75 92.0:8.0e
a

Yield of chromatographically homogeneous material.

b

Determined by CSP-HPLC analysis.

c

R absolute configuration.

d

Reaction was performed using 2 equiv of PhLi (Aldrich).

e

Absolute configuration not determined.

f

Reaction was performed using 2 equiv of prepared PhLi.