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. Author manuscript; available in PMC: 2010 Dec 1.
Published in final edited form as: J Am Chem Soc. 2008 Mar 6;130(12):3736–3737. doi: 10.1021/ja710990d

Table 2.

Au(I)-Catalyzed Arene Synthesis: Propargyl Ester Scope

graphic file with name nihms-253765-t0023.jpg
entry propargyl ester cp yielda conditions Ab yieldc conditions Bb yieldc
1 graphic file with name nihms-253765-t0024.jpg 5 80% 3 89% 4 76%
2 68 82% 79% 19% (+ 53% 3)
3 70 60% 81% 57% (+ 32% 3)

4 graphic file with name nihms-253765-t0025.jpg 72 80% graphic file with name nihms-253765-t0026.jpg 73 89% graphic file with name nihms-253765-t0027.jpg 74 63%
5 76 83% 77 91% 78 66%

graphic file with name nihms-253765-t0028.jpg graphic file with name nihms-253765-t0029.jpg graphic file with name nihms-253765-t0030.jpg
6 80 59% 81 77% (8.3:1)d 82 84%
7 84 79% 85 72% 86 84%
a

Isolated yields of cis-cyclopropane. Reactions run with 3:1 ratio of propargyl ester:2

b

A: 5% AgOTf, 5% (ArO)3PAuCl, CH2Cl2. B: 5% AgSbF6, 5% (ArO)3PAuCl, CH2Cl2.

c

Isolated yields

d

E:Z ratio.