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. Author manuscript; available in PMC: 2009 Nov 26.
Published in final edited form as: J Am Chem Soc. 2008 Nov 26;130(47):15957–15966. doi: 10.1021/ja804955e

Table 4.

Oxidative kinetic resolution with (−)-α-iso- and (+)-β-isosparteine.

graphic file with name nihms91138f23.jpg
entry catalyst base time % conv. %ee s
1a (α-isosp)PdCl2(49) 47b 72 h 34 29 4.7
2c (sp)PdCl2(14) 1b 24 h 58 93 17.3
3a (α-isosp)PdCl2(49) Cs2CO3d 12 h 17 5 2
4a (sp)PdCl2(14) Cs2CO3d 12 h 36 35 6.0
5a (β-isosp)PdCl2(50) 48b 17 h 31 4 1
6 (β-isosp)PdCl2(50) Cs2CO3d 17 h 45 6 1
a

Average of two runs.

b

0.15 equiv ligand.

c

Average of three runs.

d

1.0 equiv Cs2CO3.