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

Table 2.

Catalytic asymmetric γ-additions of malonate esters to γ-substituted allenoates graphic file with name pnas.1003597107figX10.jpg

Entry R1 R2 R Yield, %* ee, %
1 Me 94 94
2 graphic file with name pnas.1003597107figX11.jpg 88 92
3 (CH2)3CI 91 93
4 (CH2)4OTIPS 78 87
5 (CH2)4OBn Et Allyl 78 90
6 graphic file with name pnas.1003597107figX12.jpg 71 94
7 (CH2)3CO2Me 77 94
8
graphic file with name pnas.1003597107figX13.jpg


71
86
9 n-Pr 84 93
10 graphic file with name pnas.1003597107figX14.jpg Bn Et 65 90
11 CH2OMe 74 93
12 graphic file with name pnas.1003597107figX15.jpg 71 85

All data are the average of two experiments.

*Yield of purified product. Only the E isomer is observed.

15% (S)-1 was used.