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

Table 23.

Aza-Michael addition of primary amines to β-trifluromethyl-β-phenylnitroolefin catalyzed nitrogen heterocyclic carbene.

graphic file with name Beilstein_J_Org_Chem-17-2585-i038.jpg

103 R1 Yield [%] ee [%]

a C6H5CH2- 90 91
b 2-MeC6H4CH2- 67 91
c 4-MeOC6H4CH2- 89 92
d 3,5-(MeO)2C6H3CH2- 56 86
e C6H5(CH2)2- 85 86
f 4-BrC6H4(CH2)2- 68 87
g CH3(CH2)2- 80 92
h C7H15CH2- 87 95
i C6H5(CH2)3- 82 93
j (CH3)2CH(CH2)2- 79 89
k cyclopropyl- 79 97
l cyclobutyl- 78 94
m 2-pyridylethyl- 87 93
n BocHN(CH2)2 79 91
o MeO(CH2)3- 87 87
p (Me)2N(CH2)2- 99 91
q 2-thienyl(CH2)2- 98 93