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. Author manuscript; available in PMC: 2010 May 4.
Published in final edited form as: Chemistry. 2009 Dec 7;15(47):12978–12992. doi: 10.1002/chem.200902172

Table 3.

Added base in the kinetic resolution.

graphic file with name nihms194467u3.jpg
entry additive time conversion[b] alcohol ee[c] s
1 sparteine (0.3 equiv) 13 h 29% 34% 15
2 none 13 h 2% <2% - -
3 Et3N (0.4 equiv) 13 h 26% 31% 22
4 Et3N (0.4 equiv) 26 h 29% 33% 13
5 Et3N (2.0 equiv) 13 h 19% 19% 11
6 Et3N (4.0 equiv) 13 h 14% 11% 6
7 DABCO (0.4 equiv) 13 h 7% 8% 20
8 Na2CO3 (1.0 equiv) 13 h 27% 31% 15
9 K2CO3 (1.0 equiv) 13 h 56% 84% 13
10 Cs2CO3 (1.0 equiv) 13 h 68% 99% 13
[a]

10 mol% [Pd(nbd)Cl2], 10 mol% (−)-sparteine, 1 atm O2, 500 mg MS3Å/mmol substrate, 0.1 M substrate in PhCH3.

[b]

Measured by 1H NMR.

[c]

Measured by chiral HPLC. See Supporting Information for details.