The rate-determining step in the ring opening of cyclic acetals by trichloroborane to yield α-chloro-ethers is shown to be consistent with the formation of an oxocarbenium ion. Subsequent reduction provides a general route for the conversion of a diol into a hydroxy-ether. Tribromoborane is a more powerful and dichloroborane a less powerful reagent than trichloroborane.
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