Dehydrogenation Products from Enyne Metathesis
1565
þ
3
598, 3212, 3064, 2978, 1765, 1601, 1454. MS (ESI þ ): m/z 167.10 (MH ).
R (DCM/heptane 7:3): 0.2.
f
1
Cyclopropane 12 (colorless oil): H NMR (CDCl , 300 MHz):
0.73–0.96 (m, 3H, cyclopropane CH), 1.47–1.70 [m, 4H,
3
d
(
CH ) 22 CH OH], 1.71 (m, 3H, CH 22 C 55 CH ), 3.68 (m, 2H, CH OH),
2 2 2 3 2 2
3
4
1
.78 (d, J ¼ 8.3 Hz, 1H) and 3.91 (m, 2H) (CH 22 O 22 CH), 4.75 and
2
1
3
.85 (2 m, 2H CH 22 C 55 CH ). C NMR (CDCl , 75 MHz): d 143.1,
3
2
3
10.8, 80.9, 69.2, 63.0, 31.9, 31.5, 29.7, 28.4, 20.8, 14.4. IR (CH Cl
2
2
solution): 3687, 3023, 3003, 2991, 2928, 2862, 1634, 1609, 1450, 1380,
1
250, 1120, 1040, 1019. HRMS (CIþ, CH ): m/z calculated for
4
þ
C H O (MH ): 183.1385; observed: 183.1383. R (CH Cl /heptane
1
1
19
2
f
2
2
7
:3): 0.1.
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