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. Author manuscript; available in PMC: 2010 Nov 4.
Published in final edited form as: J Am Chem Soc. 2009 Nov 4;131(43):15717–15728. doi: 10.1021/ja905065j

Table 1.

Initial ligand screen.a

graphic file with name nihms152020t1.jpg

entry L 3a:4ab yield (%)c ee (%)d3a ee (%)d4a
1 P(4-MeO-C6H4)3 1:1 <20 - -
2 BINAP - NR - -
3 dppb >20:1 <5 - -
4 B1 1:2.2 32 5e 55e
5 B2 1:4.5 50 45 8
6 B3 1:2.7 26 5e 45e
7 T1 1:7.0 80 83 94
8 T2 1:7.3 87 89 94
9 T3 1:3.3 76 90 81
a

Reaction conditions: 1 (2 equiv), 2, [Rh(C2H4)2Cl]2 5 mol %, L 10 mol % in PhMe at 110 °C for 16 h.

b

Ratio determined by 1H NMR of crude reaction.

c

Combined isolated yield.

d

Determined by HPLC analysis on a chiral stationary phase.

e

Opposite enantiomer.