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N
N
N
N
N
N
Cl
N
N
N
HO
Br
Br
Cu-mediated C-
O
-D ring
formation with the triazene
O
Br
AB-ring
macrolactamization
O
Br
Cl
Cl
OTBS
TBSO
TBSO
O
O
O
H
N
H
N
H
N
H
N
H
N
H
N
O
O
NH
2
NH
2
NH
2
O
H
H
H
H
H
H
H
H
H
HO
O
O
O
HO
NH
N
3
NH
2
H
H
H
BnO
BnO
BnO
OMe
OMe
OMe
OMe
OMe
OMe
MeO
MeO
MeO
Cl
N
OH
N
TBSO
N
O
Cl
H
N
O
Br
OH
HO
NH
CH
3
H
Cu-mediated D
-O
-E ring
formation with the triazene
and deprotection steps
O
NHBoc
H
Cl
O
TBSO
TBSO
O
O
condensation to the
heptapeptide precursor
O
NHDdm
H
N
H
N
H
N
N
H
NH
CH
3
O
H
H
H
H
O
NHBoc
H
O
NH
O
O
H
NHDdm
BnO
OMe
OMe
MeO
Scheme 2-8. Synthetic strategy of ring closure reactions according to Nicolaou et al.
83
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