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. Author manuscript; available in PMC: 2014 Feb 20.
Published in final edited form as: Angew Chem Int Ed Engl. 2010;49(1):153–156. doi: 10.1002/anie.200904779

Table 1.

Michael addition of diphenyl phosphite (2) to trans-β-nitrostyrene (1a) catalyzed by 4 or 5[a].

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entry catalyst time conv [%][b] ee [%]
1 4a 45 min 98 81
2 4b 1 h 96 84
3 4c 30 min 98 88
4 4d 30 min 97 95
5 5 15 min 99 96
[a]

Reactions were carried out on 0.20 mmol of 1a with 1.25 equiv of 2 and 10 mol% 4 or 5 in 1.0 mL CH2Cl2 at room temperature.

[b]

Reaction conversions were determined by 1H-NMR.