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. 2017 Dec 19;8:2171. doi: 10.1038/s41467-017-02335-0

Table 4.

Oxidation of sulfide catalyzed by 1-Mn a

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Entry R Catalyst Conv. (%)b Yield (%)c ee (%)d
1 Ph 1-Mn 99 93 92 (S)
2e Ph Homo 71 67 0
3 4-MePh 1-Mn 99 93 92 (S)
4e 4-MePh Homo 63 59 0
5 4-MeOPh 1-Mn 95 92 84 (S)
6e 4-MeOPh Homo 80 75 0
7 4-ClPh 1-Mn 96 94 89 (S)
8 3-FPh 1-Mn 98 91 87 (S)

a Reaction conditions: 10 (0.1 mmol), (S)-1-Mn (2 mol % catalyst based on MOF), 1.2 equiv. aqueous H2O2 in DCE (0.8 mL), −30 °C, 4 h. No over-oxidized sulfone byproducts were detected

b Determined by 1H NMR analysis

c Isolated yield

d Determined by chiral HPLC analysis (letters in brackets specify the excess isomer)

e A 1:1 mixture of MnCl2 ·4H2O and (S)-Me2 L (6 mol% catalyst based on Mn) was used as the catalyst