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. 2015 May 21;6(8):4561–4569. doi: 10.1039/c5sc01507c

Table 1. Ring-closing metathesis of peptides bearing i, i + 2 olefin crosslinks.

Inline graphic
Catalyst Yield a (%)
Selectivity b (E : Z)
9a 9b 9c 9a 9b 9c
m = 1, n = 1 m = 2, n = 1 m = 2, n = 2 m = 1, n = 1 m = 2, n = 1 m = 2, n = 2
1 58 54 68 81 : 19 72 : 28 66 : 34
2 71 61 77 91 : 9 88 : 12 82 : 18
3 63 55 70 90 : 10 85 : 15 83 : 17
4 66 60 66 82 : 18 85 : 15 78 : 22
5 45 24 44 81 : 19 n.d. 81 : 19
6 47 21 26 13 : 87 n.d. 15 : 85
7 41 17 24 7 : 93 n.d. 5 : 95

aIsolated yields.

bDetermined by 1H and 13C NMR spectroscopy.