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. Author manuscript; available in PMC: 2013 Jun 19.
Published in final edited form as: J Am Chem Soc. 2008 Jan 4;130(4):1440–1452. doi: 10.1021/ja0773507

Table 3.

Cycloisomerization of Selenoalkynone 16a into Furans 17a and 18

graphic file with name nihms382578u3.jpg

entry catalyst 17a (%)a 18 (%)a
1 AuCl3 24 34
2 PtCl2 70 30
3 Pd(MeCN)2Cl2 13 33
4 none 38 –
5 CuCl 57b –
6 CuCl 96c –
a

NMR yields calculated using dibromomethane as an internal standard for reactions performed on 0.1 mmol scale.

b

Reaction was performed on 0.5 mmol scale under the following conditions: 5 mol % CuCl, 10:1 DMA:Et3N, rt.