. Author manuscript; available in PMC: 2008 Aug 15.

Published in final edited form as: J Org Chem. 2006 Oct 13;71(21):8183–8189. doi: 10.1021/jo0614902

Table 2.

Diazo Decomposition of 8 with Selected Copper Catalysts^a

Catalyst	11:12^b	E:Z (11)^b	Yield (11 + 12), %^c
[Cu(OTf)]₂C₆H₆	62:38	57:43	76
Cu(CH₃CN)₄PF₆	51:49	57:43	82
Cu(hfacac)₂^d	52:48	60:40	75

Reactions were performed by 2 h addition of 8 to refluxing solution of 10 mol% catalyst in 10 mL of dichloromethane. Average of two or more reactions.

Ratios of products obtained by ¹H NMR spectroscopy.

Yields were obtained from the mass of the isolated products and the integrated ¹H NMR ratios for 11 and 12.

hfacac = hexafluoroacetoacetonate.