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. Author manuscript; available in PMC: 2010 Jun 21.
Published in final edited form as: Synlett. 2009 May;8(2009):1189–1207. doi: 10.1055/s-0029-1216654

Table 10.

Formation of quaternary steocenters from aliphatic aldehydes tethered to different Michael acceptors. graphic file with name nihms-199310-t0145.jpg

Entry Substrate Product Catalyst Yield % ee%
graphic file with name nihms-199310-t0146.jpg graphic file with name nihms-199310-t0147.jpg
1 181 E-isomer 182 R = 4-Py 35 85 96
2 183 Z-isomer 183 R = p-NO2Ph 35 50 56
3 graphic file with name nihms-199310-t0148.jpg graphic file with name nihms-199310-t0149.jpg 35 85 96
4 graphic file with name nihms-199310-t0150.jpg graphic file with name nihms-199310-t0151.jpg 35 90 84
5 graphic file with name nihms-199310-t0152.jpg graphic file with name nihms-199310-t0153.jpg 35 81 95
6 graphic file with name nihms-199310-t0154.jpg graphic file with name nihms-199310-t0155.jpg 35 63 99
7 graphic file with name nihms-199310-t0156.jpg graphic file with name nihms-199310-t0157.jpg 35 71 98
8 graphic file with name nihms-199310-t0158.jpg graphic file with name nihms-199310-t0159.jpg 35 0 --
9 graphic file with name nihms-199310-t0160.jpg graphic file with name nihms-199310-t0161.jpg 35 78 65
40 86 90a
10 graphic file with name nihms-199310-t0162.jpg graphic file with name nihms-199310-t0163.jpg 40 98 80a
11 graphic file with name nihms-199310-t0164.jpg graphic file with name nihms-199310-t0165.jpg 35 65 95
12 graphic file with name nihms-199310-t0166.jpg graphic file with name nihms-199310-t0167.jpg 35 0 --
40 0 --
a

Opposite antipode was obtained.