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. 2020 Apr 24;11(18):4801–4807. doi: 10.1039/d0sc00808g

The effect of reaction temperature.

graphic file with name d0sc00808g-u2.jpg
Entrya Temp. (°C) Time (h) Yieldb (%) eec (%)
1 20 36 78 91
2 0 36 78 93
3 −20 36 68 95
4 −20 48 76 95
5 −50 72 78 98
6 −55 72 78 99
7 −60 72 77 98
8d −55 72 78 99
9e −55 72 75 99
a

Conditions: 1a (0.1 M), ClCOOBn (3.5 eq.), OBn-DPI (20 mol%), DIPEA (4.0 eq.), toluene (2 mL), unless otherwise noted.

b

Yields were calculated from 1H NMR spectra.

c

The ee values were calculated from HPLC spectra.

d

ClCOOBn (3.0 eq.).

e

ClCOOBn (2.5 eq.).