Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
1.5.3.1 1,2-Brook Rearrangement

DOI: 10.1055/sos-SD-219-00200

Kirschning, A.; Gille, F.; Wolling, M.Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (20151356.

1,2-Brook rearrangements require access to α-silyl alkoxides. These compounds can be generated from aldehydes or ketones by nucleophilic addition of silyllithium species, from acylsilanes by addition of nucleophiles, from α-silyl carbinols by deprotonation, and from epoxysilanes if oxirane ring opening occurs at the non-silyl-substituted terminus. Retro-Brook rearrangements are also known, though less common, which unravels the reversibility of these rearrangements. Consequently, the retro-1,2-Brook rearrangement will also be covered in this chapter.


Cookie-Einstellungen