Sharpless Asymmetric Dihydroxylation

Mechanism of the Sharpless Asymmetric Dihydroxylation

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Reviews |
Sample reactions

AD-mix B, MsNH2
t-BuOH
0 °C, 12 h, 88%


AD-mix B
0 °C to RT, , 89%


K2CO3, K3Fe(CN)6, K2OsO2(OH)4, DHQ-PHN
t-BuOH
0 °C, 11 h, 98%


K2CO3, MsNH2, K3Fe(CN)6, K2OsO2(OH)4, (DHQD)2PHAL
H2O, t-BuOH


t-BuOOH, Ti(Oi-Pr)4, (+)-DET
4 Å MS
CH2Cl2
-23 °C, 20.5 h, 91%


AD-mix B, MsNH2
H2O, t-BuOH, TBME
12 °C, 40 h, 55%


MsNH2, AD-mix A
H2O, t-BuOH
94%


AD-mix B
H2O, t-BuOH
0 °C, 42 h, 100%
">99:01 e.r."


K2CO3, MsNH2, K3Fe(CN)6, K2OsO2(OH)4, (DHQD)2PHAL
H2O, t-BuOH
0 °C, 15h, 61%
"97% ee"


K2CO3, K3Fe(CN)6, K2OsO2(OH)4, (DHQD)2Pyr
H2O, t-BuOH
0 °C, 7 h, 96%
"86:14 d.r."
