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. Author manuscript; available in PMC: 2015 Mar 24.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Feb 24;53(13):3387–3391. doi: 10.1002/anie.201309982

Table 1.

Examination of chiral imidazolinium salts as catalyst precursors.[a]

graphic file with name nihms589673u1.jpg
Entry Imidazolinium Salt Conv. [%][b] Yield [%][c] e.r.[d]
1 1a 53 46 84:16
2 1b 96 85 84:16
3 2a >98 79 88:12
4 2b 68 54 67:33
5 3a >98 74 91.5:8.5
6 3b 91 82 90:10
7 3c >98 90 96:4
[a]

Reactions were performed under N2 atmosphere.

[b]

Determined by analysis of 400 MHz 1H NMR spectra of unpurified mixtures (±2%).

[c]

Yields of isolated and purified products (±5%).

[d]

Determined by GC analysis (±2%); see the Supporting Information for details. dbu = 1,8-diazabicyclo[5.4.0]undec-7-ene; Mes = 2,4,6-Me3C6H2.