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. Author manuscript; available in PMC: 2010 Oct 29.
Published in final edited form as: Org Lett. 2008 Feb 28;10(6):1039–1042. doi: 10.1021/ol702821j

Table 2. Screening of Meldrum's Acid Derivativesa.

graphic file with name nihms243551u3.jpg
entry proton donor time (h) conversion (%)b ee (%)c
1 graphic file with name nihms243551t6.jpg R = H 0.5 100 90
2 R = Me 0.2 100 90
3 R = Ph 24 86 68
4 R = Allyl 1 100 67
5 R = Ac 24 1 51
6 graphic file with name nihms243551t7.jpg 24 8 43
7 graphic file with name nihms243551t8.jpg R = H 5 100 85
8 R = Me 4 100 84
9 graphic file with name nihms243551t9.jpg 24 25 93
10 graphic file with name nihms243551t10.jpg R = H 24 86 91
11 R = Me 24 100 76
12 graphic file with name nihms243551t11.jpg 24 100 90
13d 24 100 −90
a

Reactions performed with 0.1 mmol of (±)-2 at 0.033 M in p-dioxane.

b

Measured by 1H NMR spectroscopy.

c

Measured by chiral HLPC.

d

Reaction performed with (R)-t-Bu-PHOX (12.5 mol%).