# Chapter 8 - Reactions of Alkenes - Problems: Problem 8-9 a

The following synthetic conversion can be obtained through oxymercuration–demercuration of alkenes.

#### Work Step by Step

1) Electrophilic attack of $^+Hg(OAc)$ forms a mercurinium ion. 2) Methoxide attacks the most substituted carbon and opens the ring to give an organomercurial ether. 3) Demercuration with $NaBH_4$ replaces the mercuric fragment with hydrogen to give an ether.

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