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. Author manuscript; available in PMC: 2008 Dec 1.
Published in final edited form as: J Org Chem. 2007 Apr 12;72(10):3896–3905. doi: 10.1021/jo070321u

Table 3.

1,2-Disubstituted (Internal) Olefin Substrates

entry substrate product temp, time, Cu(R)2 yield (%)c
1a graphic file with name nihms62275t22.jpg
34
graphic file with name nihms62275t23.jpg
35
200 °C, 78 h, Cu(ND)2 35
2a,b graphic file with name nihms62275t24.jpg
36
graphic file with name nihms62275t25.jpg
37
160 °C, 72 h, Cu(OAc)2 no rxn.
3a,b 160 °C, 72 h, Cu(ND)2 31
a

Remainder of the mass was recovered starting material.

b

A 5:1 E:Z mixture of olefin isomers of 36 was used.

c

Isolated yield. ND = neodecanoate.