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.
T. G. Bonner, D. Lewis and K. Rutter, J. Chem. Soc., Perkin Trans. 1, 1981, 1807 DOI: 10.1039/P19810001807
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...