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. Author manuscript; available in PMC: 2018 Jul 2.
Published in final edited form as: Tetrahedron. 2017 May 20;73(33):5011–5017. doi: 10.1016/j.tet.2017.05.068

Table 1.

Examination of different Cu complexes.a

graphic file with name nihms975033u2.jpg
entry ligand alkoxide conv (%)b yield (%)c
1 none NaOt-Bu 93 39
2 PPh3 NaOt-Bu >98 78
3 PPh3 LiOt-Bu >98 81
4 PPh3 KOt-Bu 91 58
5 P(nBu)3 LiOt-Bu 96 77
6 PCy3 LiOt-Bu >98 84
7 phos-1 LiOt-Bu 50 19
8 phos-2 LiOt-Bu 43 21
9 rac-binap LiOt-Bu 74 61
10 imid-1 LiOt-Bu 86 18
a

Performed under N2 atm.

b

Determined by analysis of 1H NMR spectra of unpurified mixtures; conv. (±2%) refers to disappearance of vinyl–B(pin).

c

Yields of isolated and purified products (±5%). See the Supporting Information for details. Abbreviations: pin, pinacolato; Mes, 2,4,6-(Me)3C6H2, dan = naphthalene-1,8-diaminato.