Skip to main content
. 2021 Oct 18;17:2585–2610. doi: 10.3762/bjoc.17.173

Table 5.

Diastereoselective synthesis of bridged 1,2,3,4-tetrahydroisoquinoline derivatives using modularly designed organocatalyst.

graphic file with name Beilstein_J_Org_Chem-17-2585-i005.jpg

25 R1 R2 R3 Yield [%] ee [%] dr

a C6H5 H Et 90 >99 94:6
b 4-F-C6H4 H Et 81 >99 97:3
c 4-Cl-C6H4 H Et 90 99 92:8
d 4-Br-C6H4 H Et 80 >99 90:10
e 4-NC-C6H4 H Et 77 99 87:13
f 4-Me-C6H4 H Et 76 99 97:3
g 4-MeO-C6H4 H Et 79 97 96:4
h 3-Cl-C6H4 H Et 72 >99 88:12
i a 2-F-C6H4 H Et
j a 2-Cl-C6H4 H Et
k C6H5 F Et 73 >99 90:10
l C6H5 MeO Et 74 99 91:9
m Me H Et 56 92 86:14
n C6H5 H Bn 75 99 89:11
o 4-Br-C6H4 H Bn 77 >99 93:7

aFormation of a complex mixture was observed.