Davis Asymmetric Hydroxylation

Schematic representation of the Davis Asymmetric Hydroxylation.
Mechanism of the Davis Asymmetric Hydroxylation
Mechanism of the Davis Asymmetric Hydroxylation
Original publication
J. Org. Chem.. 1986, 51, 2402. J. Am. Chem. Soc.. 1990, 112, 6679.
Review
Chem. Rev.. 1992, 92, 919.
Sample reactions
info
intermediate structure
i-Pr2NLi
THF
-78 to -35 °C, 70 min, 85%
intermediate structure
info
intermediate structure
TMS2NK, (+)-(Camphorsulfonyl)oxaziridine
HMPA, PhMe, THF
-78 °C, 2 h, 90 %
intermediate structure