Skip to main content
. Author manuscript; available in PMC: 2010 Apr 8.
Published in final edited form as: J Am Chem Soc. 2009 Apr 8;131(13):4572–4573. doi: 10.1021/ja809723u

Table 1.

Selected Optimization Resultsa

graphic file with name nihms103368t1.jpg
entry solvent [nitroalkene] time (h) yield (%)b drc ee (%)d
1 THF 0.5 m 19 75 8:1 91
2 toluene 0.5 m 8 71 5:1 92
3 Et2O 0.5 m 26 40 1:1 65
4 dioxane 0.5 m 22 69 6:1 93
5 THF 0.25 m 19 76 10:1 91
6 THF 0.125 m 35 71 17:1 92
a

All reactions were carried out using 1 equiv. of 3a (0.50 mmol), 2 equiv. of 2, 0.10 equiv. of (S,S)-complex 1 and 100 mg 4Å MS.

b

Refers to the isolated mixture of diastereoisomers.

c

Determined by 1H NMR of the crude reaction mixture.

d

Enantiomeric excess of the major diastereoisomer, determined by chiral HPLC.