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. Author manuscript; available in PMC: 2013 Mar 26.
Published in final edited form as: J Org Chem. 2011 May 19;76(12):5061–5073. doi: 10.1021/jo200746y

Table 6.

Salt Effect on Olefin CM Reactions in 2.5% aq. PTS

graphic file with name nihms298140u6.jpg
entry conditions conversion (%)a
1 PTS/water 64
2 3 M NaCl, PTS/water 75
3 PTS/water-methanolb 59
4 PTS/water-ethanolc 54
5 2.5% solutol/water 33
6 95% ethanol 22
7 AcOH 20
8 CH2Cl2 30
9 CH2Cl2+PTSA(10mol%) <5
10 PTS/95% ethanol 28
11 0.02 M KHSO4, PTS/water 95
12 0.02 M KHSO4, PTS/waterd 94
13 0.02 M KHSO4, PTS/95% ethanol <5
a

Based on 1H NMR.

b

Water:methanol = 19:1.

c

Water:ethanol = 19:1.

d

Neolyst M2 used instead of Grubbs-2.