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. 2013 Mar 27;9:621–627. doi: 10.3762/bjoc.9.69

Table 2.

Synthesis of various allylic amines by titanium-mediated coupling reactions of different imines with terminal alkynes.

graphic file with name Beilstein_J_Org_Chem-09-621-i016.jpg

entry imine terminal alkyne time (h)a product yield (%)b

1 Inline graphic
2b
graphic file with name Beilstein_J_Org_Chem-09-621-i018.jpg 6 Inline graphic
5h
84
2 Inline graphic
2c
graphic file with name Beilstein_J_Org_Chem-09-621-i021.jpg 6 Inline graphic
5i
80
3c Inline graphic
2d
graphic file with name Beilstein_J_Org_Chem-09-621-i024.jpg 4 Inline graphic
5j
67
4 Inline graphic
2e
graphic file with name Beilstein_J_Org_Chem-09-621-i027.jpg 5 Inline graphic
5k
81
5 2e graphic file with name Beilstein_J_Org_Chem-09-621-i029.jpg 6 Inline graphic
5l
81
6 2e graphic file with name Beilstein_J_Org_Chem-09-621-i031.jpg 3 Inline graphic
5m
84
7 Inline graphic
2f
graphic file with name Beilstein_J_Org_Chem-09-621-i034.jpg 6 Inline graphic
5n
75
8 Inline graphic
2g
graphic file with name Beilstein_J_Org_Chem-09-621-i037.jpg 6 Inline graphic
5o
60
9 2g graphic file with name Beilstein_J_Org_Chem-09-621-i039.jpg 3 Inline graphic
5p
d

aReaction time for the second step. bIsolated yields. c1-Naph is 1-naphthyl. dThe desired product was not isolated.