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. Author manuscript; available in PMC: 2009 Aug 3.
Published in final edited form as: Bioorg Med Chem. 2007 Nov 26;16(4):2114–2130. doi: 10.1016/j.bmc.2007.10.081

Table 7.

Energy to hydrate ketone (ΔE kcal/mole)a

Rb Sulfur oxidation state
Thioether Sulfoxide Sulfone
3 −12.29 −15.74 −16.51
4 −12.23 −15.67 −16.44
6 −12.24 −15.67 −16.42
a

Values were calculated for the amount of energy required to hydrate the ketone (form the gem-diol) as shown in Figure 1.

b

R refers to the length of the alkyl chain as shown in Figure 1.