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. 2020 Dec 15;86(1):995–1001. doi: 10.1021/acs.joc.0c02486

Table 2. Optimization of the Temperature under the Reaction Conditions Described in Table 1a.

entry temperature (oC) time (min) yield (%)b ee (%)c
1 25 5 99 78
2 0 5 99 82
3 –20 10 99 87
4 –40 15 99 91
5 –50 30 99 93
6 –79 80 99 92
a

Molar ratio: 13a (0.2 mmol), NCS (0.21 mmol), KF (0.4 mmol), and catalyst 5 (0.5 mol %).

b

Isolated yields.

c

The ee values were determined by HPLC analysis using a chiral column Chiralcel OD-H.