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. 2014 Sep 22;136(41):14365–14368. doi: 10.1021/ja508067c

Table 2. Substrate Scope of Benzyl Chlorides.

graphic file with name ja-2014-08067c_0005.jpg

entry R1 R2 pdt yield (%)a ee (%)b
1 H Me 3a 91 93
2 4-Me Me 3b 82 94
3 3-Me Me 3c 88 93
4c 2-Me Me 3d 44 85
5 4-OMe Me 3e 64 93
6 4-F Me 3f 81 89
7c 4-Cl Me 3g 75 88
8 4-Br Me 3h 59 90
9c 4-OCF3 Me 3i 84 88
10 H Et 3j 80 97
11 H Bn 3k 82 93
12 H 4-pentenyl 3l 68 94
13 H 2-hydroxyethyl 3m 81 96
14c H 2-chloroethyl 3n 60 94
a

Isolated yield, reactions conducted under N2 on 0.2 mmol scale for 6 h.

b

Determined by SFC using a chiral stationary phase.

c

Run with 15 mol % NiCl2(dme) and 16 mol % L6.