What is the product in the dihydroxylation of (Z)-3-hexene with #OsO_4#?

1 Answer
Jan 13, 2015

The product is (#3R,4S#)-hexane-3,4-diol.

OsO4 dihydroxylation of alkenes is a concerted syn cycloaddition reaction that forms vicinal diols with cis stereochemistry.


The structure of (Z)-hex-3-ene is


The syn addition means that both OH groups will be cis.


The product is (#3R,4S#)-hexane-3,4-diol.

It is a meso compound, because it has an internal plane of symmetry.