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MeO
OMe
1.
HO
Li
OTBDMS
O
NaH, THF, -78˚C, 4h
Br
Br
2 . NaH, CH 3 I, THF, 0˚C-rt, 16 h
3 . TBAF, THF, rt, 12 h
49%
68
63
OH
PhI(OAc) 2
THF-MeCN
H2O
r.t., 2h
71%
MeO
OMe
MeO
OMe
1 . NaH, THF,-78˚C, 2h
2 .
OMe
HO
Br
Br
Li
Br
Br
THF,-78˚C, 4h
3 . NaH, CH 3 I, THF,
0˚C-r.t., overnight
51%
69
OMe
O
70
OMe
MeO
1 . sodium
naphthalenide
THF, -78˚C
Bpin
Bpin
Pd(PPh 3 ) 4 , Cs 2 CO 3
MeO
2 . I 2
48%
DMF-Isopropanol
120˚C, 20h
12%
[6]CPP
MeO
71
Fig. 33 The first synthesis of [6]CPP, the smallest to date [ 49 ]
Fig. 34 Crystal structure of highly-strained 71 ( left ) and [6]CPP ( right )[ 49 ]
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