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. Author manuscript; available in PMC: 2013 Jan 27.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Dec 15;51(5):1225–1227. doi: 10.1002/anie.201106969

Table 2.

Synthesis of Pentafluorophenyl Oxiranes.

graphic file with name nihms416173u2.jpg
Entry Ketone 1 Product 2 Yield, %[a] (dr)
1 1a graphic file with name nihms416173t1.jpg 2a graphic file with name nihms416173t2.jpg 92
90[b]
2 1b graphic file with name nihms416173t3.jpg 2b graphic file with name nihms416173t4.jpg >99
3 1c graphic file with name nihms416173t5.jpg 2c graphic file with name nihms416173t6.jpg 74
4 1d graphic file with name nihms416173t7.jpg 2d graphic file with name nihms416173t8.jpg 70
5 1e graphic file with name nihms416173t9.jpg 2e graphic file with name nihms416173t10.jpg 66
6 1f graphic file with name nihms416173t11.jpg 2f graphic file with name nihms416173t12.jpg 88
7 1g graphic file with name nihms416173t13.jpg 2g graphic file with name nihms416173t14.jpg 65
8 1h graphic file with name nihms416173t15.jpg 2h graphic file with name nihms416173t16.jpg 82
9 1i graphic file with name nihms416173t17.jpg 2i graphic file with name nihms416173t18.jpg 53
10 1j graphic file with name nihms416173t19.jpg 2j graphic file with name nihms416173t20.jpg 62
11 1k graphic file with name nihms416173t21.jpg 2k graphic file with name nihms416173t22.jpg 60
12 1l graphic file with name nihms416173t23.jpg 2l graphic file with name nihms416173t24.jpg 81 (95:5)
90 (95:5) [c]
13 1m graphic file with name nihms416173t25.jpg 2m graphic file with name nihms416173t26.jpg 85 (93:7)
[a]

Isolated yields of 0.5 mmol reactions.

[b]

Reaction was in toluene medium.

[c]

A 10 mmol reaction in toluene.