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. Author manuscript; available in PMC: 2014 Jan 16.
Published in final edited form as: J Am Chem Soc. 2013 Jan 8;135(2):594–597. doi: 10.1021/ja310980q

Table 1.

Ligand/Substrate Optimization.a

graphic file with name nihms434259t1.jpg
entry 1 L solvent conv.
(%)b
anti:synb erc
1 1b L1 DMSO >95 3:1 >99.5:0.5 (98.5:1.5)d
2 1b L2 DMF >95 14:1 99:1
3 1b L2 DMSO >95 20:1 >99.5:0.5
4 1b L3 DMF >95 22:1 >99.5:0.5
5 1b L3 DMSO >95 (93)e 29:1 >99.5:0.5
6 1a L3 DMSO >95 (91)e >30:1 >99.5:0.5
7 1c L3 DMSO 19
a

Reactions performed on 0.155 mmol scale;

b

Determined by 31P NMR analysis of the crude reaction mixture;

c

Determined by chiral HPLC analysis;

d

Syn isomer;

e

Isolated yield.