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. Author manuscript; available in PMC: 2010 Dec 30.
Published in final edited form as: J Am Chem Soc. 2009 Dec 30;131(51):18343–18357. doi: 10.1021/ja9053948

Table 7.

Summary of the Scope of the Reactiona

substrat
e
producte solvent yieldb ee
1 48 graphic file with name nihms-161072-t0059.jpg
(R)-(+)-50
toluene 78% 78%c d
2 48 (R)-(+)-50 dioxane 90% 70%c
3 51 graphic file with name nihms-161072-t0060.jpg toluene 89% 93%
4 51 52 dioxane 93% 87%
5 53 graphic file with name nihms-161072-t0061.jpg dioxane 90% >99%
6 55 graphic file with name nihms-161072-t0062.jpg dioxane 97% 97%
7 57 graphic file with name nihms-161072-t0063.jpg toluene 87% 81%
8 57 58 dioxane 94% 73%
9 59 graphic file with name nihms-161072-t0064.jpg dioxane 93% 99%
10 61 graphic file with name nihms-161072-t0065.jpg toluene 85% 0%
11 63 graphic file with name nihms-161072-t0066.jpg toluene 90% 0%
a

Unless otherwise indicated, all reactions were performed on a 0.3 mmol scale at 0.1 M for 20 h at 23 °C using 2.5% 20 and 5.5% ligand L4 or 10% dppe; the ee values were determined by chiral HPLC.

b

The yields were isolated yields.

c

The ee values was determined by the analysis of its derivative by chiral GC.

d

The [α]D has the same sign as reported for the R configuration.35