Biomedical Engineering Reference
In-Depth Information
SCHEME 9.15
Branching pathway based on functional group pairing: (a) Zn, AcOH/THF;
Na
2
CO
3
(aq.), 92% (two steps); (b) Boc
2
O, DMAP, toluene, 74%; (c) 10 mol% Grubbs's
first-generation catalyst, ethylene,
w, 50
◦
C, CH
2
Cl
2
; 4-phenyl-3
H
-1,2,4-triazole-3,5(4
H
)-
dione,
w, 110
◦
C, toluene, 86% (two steps); Zn, AcOH/THF, 90
◦
C; Na
2
CO
3
(aq.), 45%
(two steps); (d) 10 mol% Grubbs's first-generation cataylst, ethylene,
w, 60
◦
C, CH
2
Cl
2
;
N
-phenylmaleimide,
w, 160
◦
C, toluene, 98% (two steps); (e) AuCl(PPh
3
), AgOTf, 50
◦
C,
toluene, 58%; Zn, AcOH-THF; NaOH/MeOH (aq.), 60% (two steps); (f) Co
2
(CO)
8
,
w,
80
◦
C, CH
2
Cl
2
, 67%.
