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. Author manuscript; available in PMC: 2011 Jun 18.
Published in final edited form as: Org Lett. 2010 Jun 18;12(12):2830–2833. doi: 10.1021/ol100938j

Table 2.

Formation of Olefin 8

graphic file with name nihms-207345-t0005.jpg
entry conditions 8:9:10a
1 Pd/C, H2, EtOH 0:1:1
2 PtO2, H2, MeOH 0:2:1
3 Pd/C, H2, PhH, Et3SiH 1:1:2
4 PdBaSO4, H2, EtOH 2:1:1
5 Pd/C, H2, toluene, 110 °Cb NR
6 (cod)(pyr)(PCy3)IrPF6, H2 1:0:0c
a

Ratio determined by 1H NMR spectroscopy;

b

Reaction exposed to H2 for 5 minutes and was then sealed;

c

99% isolated yield.