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. Author manuscript; available in PMC: 2012 Aug 10.
Published in final edited form as: Chem Rev. 2011 Jun 28;111(8):5042–5137. doi: 10.1021/cr100212h

Table 16.

Addition of silyl enolate to aldimines, catalyzed by chiral phosphoric acids

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entry Ar Y % Yield % ee
1 2-OH-Ph H 57 0
2 2-OH-Ph Ph 100 27
3 2-OH-Ph 2,4,6-Me3C6H2 100 60
4 2-OH-Ph 4-MeOC6H4 36 32
5 2-OH-Ph 4-NO2C6H4 98 89
6 4-OH-Ph 4-NO2C6H4 2 20
7 4-OMe-Ph 4-NO2C6H4 56 3
8 Ph 4-NO2C6H4 76 39