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. Author manuscript; available in PMC: 2011 Nov 3.
Published in final edited form as: J Am Chem Soc. 2010 Nov 3;132(43):15192–15203. doi: 10.1021/ja106688j

Table 4.

Test for Non-linear Effects in the [COP-OAc]2-Catalyzed Allylic Esterificationa

entry cat. ee (%)b product ee (%)c eecalc (%)d
1 0 −2 0
2 20 15 16
3 40 34 34
4 60 52 53
5 80 75 71
6 >99 90 90
a

1 equiv 1 (R = Bn), 3 equiv PhCO2H, 1 mol % 4, substrate concentration = 0.5 M.

b

Produced by mixing solutions of opposite enantiomer catalyst of >99% ee.

c

Determined by enantioselective SFC.

d

Calculated as straight line between 0% ee catalyst and 100% ee catalyst (eecalc = ee0·eecat, where ee0 is product ee when eecat = 100%, i.e. 90 %)