On the dihydroxylation of cyclic allylic alcohols
The preparation and dihydroxylation (OsO 4) of a series of conformationally constrained allylic alcohols is described. By using dichloromethane as solvent, the selectivity that favours the anti triol is substantially reduced by hydrogen-bonding effects. This principle is appl...
Main Authors: | , , |
---|---|
Format: | Journal article |
Language: | English |
Published: |
1996
|
Summary: | The preparation and dihydroxylation (OsO 4) of a series of conformationally constrained allylic alcohols is described. By using dichloromethane as solvent, the selectivity that favours the anti triol is substantially reduced by hydrogen-bonding effects. This principle is applied to the stereoselective synthesis of syn tetraols from the oxidation of (1S,2S)-1,2-dihydroxy-3-bromo-3,5-cyclohexadiene. |
---|