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. Author manuscript; available in PMC: 2012 Dec 9.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Jun 8;50(29):6626–6629. doi: 10.1002/anie.201101857

Table 2.

Oxyarylation of Homoallylic Alcohol [a]

graphic file with name nihms416936t2.jpg
Homoallylic alcohol Tetrahydrofuran Yield
(%) [b]
1 graphic file with name nihms416936t3.jpg graphic file with name nihms416936t4.jpg 75
2 graphic file with name nihms416936t5.jpg graphic file with name nihms416936t6.jpg 65
3 graphic file with name nihms416936t7.jpg graphic file with name nihms416936t8.jpg 74 [c]
4 graphic file with name nihms416936t9.jpg graphic file with name nihms416936t10.jpg 80 [d]
5 graphic file with name nihms416936t11.jpg graphic file with name nihms416936t12.jpg 72
6 graphic file with name nihms416936t13.jpg graphic file with name nihms416936t14.jpg 70
7 graphic file with name nihms416936t15.jpg graphic file with name nihms416936t16.jpg 52
8 graphic file with name nihms416936t17.jpg graphic file with name nihms416936t18.jpg 61
9 graphic file with name nihms416936t19.jpg graphic file with name nihms416936t20.jpg 31 [e]
10 graphic file with name nihms416936t21.jpg graphic file with name nihms416936t22.jpg 63 [f]
11 graphic file with name nihms416936t23.jpg graphic file with name nihms416936t24.jpg 40 [g]
[a]

Entries 2,7,8 and 9 were conducted with 0.2 mmol homoallylic alcohol 1; other entries were conducted with 0.1 mmol homoallylic alcohol 1.

[b]

Isolated yield.

[c]

d.r. 1.2:1.

[d]

d.r. 1.4:1.

[e]

trans: cis = 16:1.

[f]

d.r. 1.3:1.

[g]

d.r. 1.3:1.