Kinetic Resolutions - The Stoltz Group
Kinetic Resolutions - The Stoltz Group
Kinetic Resolutions - The Stoltz Group
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Worked well (typically ~60% conv., > 80% ee, s > 15)<br />
Me 3 Si<br />
OH<br />
R<br />
OH<br />
OH<br />
OH<br />
Ph<br />
Sharpless Epoxidations - Examples<br />
OH<br />
OH<br />
OH<br />
R<br />
OH<br />
SiMe3<br />
OH<br />
OH<br />
R<br />
OH OH<br />
Ph OH Ph OH t-Bu<br />
Sometimes selectivities up to "700" were observed (determined by measuring k fast and k slow separately)<br />
Did not work so well:<br />
H<br />
•<br />
H<br />
OH<br />
OH<br />
OH<br />
OH<br />
Sharpless, et. al., J. Am. Chem. Soc., 1981, 103, 6237<br />
J. Am. Chem. Soc., 1987, 109, 5565<br />
J. Am. Chem. Soc., 1988, 110, 2978<br />
14