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. 2021 Oct 18;17:2585–2610. doi: 10.3762/bjoc.17.173

Table 17.

Asymmetric aza-Michael addition reaction for the synthesis of N-hydroxyaspartic acid derivatives catalyzed by chiral multifunctional thiourea/boronic acid.

graphic file with name Beilstein_J_Org_Chem-17-2585-i027.jpg

76 X Yield [%] ee [%] dr

a t-BuO 88 93
b BnO 50 91
c EtO 49 94
d graphic file with name Beilstein_J_Org_Chem-17-2585-i028.jpg 40 67:33
e graphic file with name Beilstein_J_Org_Chem-17-2585-i029.jpg 60 75:25
f graphic file with name Beilstein_J_Org_Chem-17-2585-i030.jpg 66 63
g graphic file with name Beilstein_J_Org_Chem-17-2585-i031.jpg 81 85 73:37