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

Table 11.

Asymmetric aza-Michael addition reaction catalyzed by phase-transfer catalyst.

graphic file with name Beilstein_J_Org_Chem-17-2585-i011.jpg

53 Conditionsa R Yield (%) ee [%]



A B A B A B

a A B Ph 91 90 90 93
b A B 4-Me-C6H4 93 90 90 91
c A B 4-BrC6H4 91 89 91 94
d A B 3-FC6H4 70 62 90 93
e A B 4-TBSOC6H4 94 92 92 95
f A B 2-naphthyl 85 70 90 91
g A B 2-thienyl 93 81 90 94
h A B 2-furyl 90 82 90 93
i A B (CH3)2CHCH2 95 99 77 82
j A B t-Bu 97 99 79 83

aConditions A: cat. (0.05 mol %) at rt or 0 °C, conditions B: cat. (1 mol %) at 0 °C.