OsO4 adds?
loss of CO2 (i.e. decarboxylation)
OsO4 (osmium tetroxide) adds to alkenes in a process called “dihydroxylation”. In this process, the OsO4 reacts with the double bond of the alkene and converts it into a cyclic osmate ester intermediate. The cyclic ester is then treated with a reducing agent (such as sodium bisulfite or sodium sulfite) to produce a vicinal diol, where two hydroxyl (-OH) groups are added to the carbons of the double bond in a syn addition. This dihydroxylation reaction is a very useful method for the selective synthesis of vicinal diols, which are important building blocks in many organic synthesis reactions.
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