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

Table 10.

Asymmetric aza-Michael addition for the formation of (S)-(−)-pyrazoline.

graphic file with name Beilstein_J_Org_Chem-17-2585-i010.jpg

49 Ar1 Ar2 Yield [%] ee [%]

a Ph Ph 77 92 (−)
b Ph 4-MeOC6H4 71 90 (−)
c Ph 4-FC6H4 72 90 (−)
d Ph 4-FC6H4 62 92 (−)
e Ph 2-MeOC6H4 89 92 (−)
f Ph 2-MeOC6H4 52 94 (−)
g Ph 2-thienyl 66 87 (−)
h Ph 2-thienyl 60 91 (−)
i Ph 3,4-(Cl)2C6H3 40 (62)a 92 (−)
j 4-MeOC6H4 Ph 60 89 (+)
k 4-ClC6H4 Ph 70 88 (−)
l 2-MeC6H4 Ph 62 89 (−)
m 3-MeOC6H4 Ph 61 91 (−)
n 2-thienyl Ph 46 78 (−)

aYield determined by NMR analysis of the crude reaction mixture using an internal standard.