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. Author manuscript; available in PMC: 2008 Aug 26.
Published in final edited form as: Chem Rev. 2007 May 27;107(6):2503–2545. doi: 10.1021/cr0509556

Table 47.

Comparison of the asymmetric hydrogenation of ethyl acetoacetate with SEGPhos and SEGPhos' in ethanol solvent and under solvent-free conditions.

graphic file with name nihms-63649-t0147.jpg
entry solvent additive L* conversion (%) ee (%)
1 EtOH none SEGPhos′ 35.9 96.0
2 EtOH none SEGPhos 35.7 96.6
3 none none SEGPhos′ 56.8 91.6
4 none none SEGPhos 62.5 88.4
5a none H2SO4 SEGPhos′ 100 96.8
6b none H2SO4 SEGPhos 100 97.5
a

All reactions were carried out with a ratio of 20,000:1 (substrate/catalyst).

b

Additive : Ru = 1.5:1.