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. 2010 Jul 12;107(48):20652–20654. doi: 10.1073/pnas.1003597107

Table 1.

Effect of reaction parameters on the catalytic asymmetric γ-addition of a malonate ester to a γ-substituted allenoate graphic file with name pnas.1003597107figX8.jpg

Entry Change from the “standard conditions” Yield, %* ee, %
1 None 98 95
2 No (S)-1 < 5
3 No 2-methoxyphenol 24 71
4 Room temperature instead of −30 °C 91 90
5 (S)-2 instead of (S)-1 80 95
6 (S)-3 instead of (S)-1 < 5
7 (S)-4 instead of (S)-1 93 93
8 (+)-TangPhos instead of (S)-1 50 17

All data are the average of two experiments.

*The yield was determined by GC analysis with n-decane as an internal standard. graphic file with name pnas.1003597107figX9.jpg