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. Author manuscript; available in PMC: 2013 Jan 6.
Published in final edited form as: Org Lett. 2011 Dec 16;14(1):234–237. doi: 10.1021/ol2030179

Table 2.

Reaction scope with nitroalkene derivativesa

graphic file with name nihms345178t2.jpg
entry R = product T,
°C
%
yield
%
ee
1 3-bromophenyl 7 50 63 94
2 4-chlorophenyl 8 50 65 95
3 2-methylphenyl 9 23 91 93
4 4-methylphenyl 10 50 82 89
5 4-methoxyphenyl 11 23 72 94
6 1-naphthyl 12 23 67 92
7 2-naphthyl 13 50 82 93
8 3,4-methylenedioxyphenyl 14 50 80 91
9 2-furyl 15 23 66 88
10 3-furyl 16 50 58 87
11 2-thiophenyl 17 23 75 91
12 N-Boc-3-indolyl 18 50 91 86
13 n-propyl 19 50 88 83
14 cyclohexyl 20 50 97 93
15 t-butyl 21 50 97 88
16 (E)-styrenyl 22 50 53 93
a

All reactions were conducted at 0.15 M in toluene at 50 °C, with 1.6 equiv of 1a, 5% Pd(dba)2 and 10% L5. Yields are isolated values; ee’s were determined by chiral HPLC.