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. 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 1.

Diazo Decompositiona of 8 with Selected Dirhodium(II) Catalysts

Catalyst 11:12b E:Z (11)a Yield (11 + 12)c
Rh2(pfb)4 94:6 52:48 41
Rh2(OAc)4 100:0 36:64 71
Rh2(oct)4d 100:0 44:56 70
Rh2(4S-DOSP)4 100:0 40:60 62
Rh2(4S-MEOX)4 100:0 75:25 41
a

Reactions were performed by 2 h addition of 8 to refluxing solution of 1 mol % catalyst in 10 mL of dichloromethane. Average of two or more reactions.

b

Ratios of products obtained by 1H NMR spectroscopy.

c

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

d

oct = octanoate.