Table I.
Proton
H1,5
IIb+in THF
Chemical shifts,. r VII-OMe IIIf in in D M E THF-d8
I11 in DME
7.43 4.08
7.26 3.90 -6.7
7.55 7.16 7.16
7.51 7.18 7.18
4.85 4.35 3.82
4.72 4.18 3.57
H8a
'"O
4.61 6.33 6.33 9.13 9.58
4.65
H6 H7
H* Ha
Hab
rI/
Summary of Nmr Data r
8.34
}8.2
3657
.
I/
3"
H1,5
7'16
7,'55
9.16 9.58
Relative to r 6.40 and 8.25 signals for THF or 7 6.58 and 6.75 signals for DME. Based partly on 60- and 100-Mc spectra of neat I1 and II-2,4,4d3. exo. d endo. e J2,3= 10 cps; J8s.8b = 9 CPS; J6,v = 5.6 CPS; J1,8s = J5,sa = 4 CPS; Ji,, = 2.8 CPS; J s , = ~ 2.6 CPS; J ~ e x ob,&-endo, , J1,8b, J5,8b all
