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. Author manuscript; available in PMC: 2012 Jun 8.
Published in final edited form as: J Am Chem Soc. 2011 May 16;133(22):8432–8435. doi: 10.1021/ja201873d

Table 1.

Screening of reaction conditions

graphic file with name nihms297160u1.jpg
entry metal ligand L (R) x 2a
% yielda % eeb
1 FeCl2 L1 (R=H) 10 17 3
2 Fe(OTf)2 L1 (R=H) 10 95 57
3 Fe(OTf)2 L2 10 <5 17
4 Fe(OTf)2 L3 (R=Ph) 10 93 83
5 Fe(OTf)2 L4 (R=o-Tol) 10 72 75
6 Fe(OTf)2 L5 (R=m-xylyl) 10 88 (80) 91
7 Fe(OTf)2 L6 (R=m-Et2C6H3) 10 64 86
8 Fe(OTf)2 L5 (R=m-xylyl) 5 73 78
9 Fe(OTf)2 L5 (R=m-xylyl) 15 25 53
10c Fe(OTf)2 L5 (R=m-xylyl) 5 81 86
a

Yields were determined using 1H-NMR analysis with 1,1,2,2-tetrachloroethane as an internal standard. The value in parentheses represents isolated yield

b

Determined by chiral HPLC analysis.

c

2.5 mol% of Fe(OTf)2 was used.