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. Author manuscript; available in PMC: 2008 Aug 26.
Published in final edited form as: Chem Rev. 2007 May 27;107(6):2503–2545. doi: 10.1021/cr0509556

Table 10.

Kinetic resolution of epoxides with alcohols using the oligomeric catalyst from Figure 8.

graphic file with name nihms-63649-t0042.jpg
entrya R1 R2 Co (mol%)b yield (%)c,d ee (%)
1 Ph (CH2)3CH3 2.0 87 98
2 CH2TMS (CH2)3CH3 0.2 97 99
3 H (CH2)3CH3 0.1 96 94
4 2-C6H4-Br (CH2)3CH3 0.1 99 99
5 4-C6H4-OMe (CH2)3CH3 2.0 62 94
6 2-C6H4-NO2 (CH2)3CH3 0.5 98 99
7 CH=CH2 (CH2)3CH3 0.5 87 97
8 Ph CH2Cl 2.0 91 98
9 Ph CH2O(allyl) 2.0 95 98
a

Reactions were carried out with 5M substrates in CH3CN.

b

Catalyst loading on a per Co bases relative to alcohol.

c

Isolated yields based on RCH2OH.

d

Reaction times 3 - 24 h.