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. Author manuscript; available in PMC: 2013 Feb 24.
Published in final edited form as: J Nat Prod. 2012 Jan 18;75(2):181–188. doi: 10.1021/np200759h

Table 1.

Diazo Decomposition of 19

graphic file with name nihms351218u1.jpg
Entry Catalyst Solvent Temp (°C) Time (h) Product %Yield
1 Rh2(OAc)4 (10 mol %) benzene rt 4 20 67%
2 Rh2(OAc)4 (10 mol %) benzene 40 1.5 20 67%
3 Rh2(OAc)4 (10 mol %) benzene 75 2 20 75%
4 CuOTf (80 mol %) CH2Cl2 rt 1 18 51%
5 CuOTf (40 mol %) CH2Cl2 reflux 1 18 47%
6 CuOTf (60–80 mol %) benzene rt 2 18 51%
7 HBF4 (4 - 8 eq.) CH2Cl2 rt > 24 decomposition -
8 HBF4 (4 - 8 eq.) CH2Cl2 reflux 4 decomposition -
9 h (λ ≥ 254 nm) CCl4 rt 12 19 + baseline -