Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide

Journal Article (Journal Article)

Trimethylsilyl bromide (TMSBr) in the presence of catalytic ZnI2 induces facile substitution of allylic acetates to the bromides with or without rearrangement as governed by product stability. This was applied to the preparation of a key intermediate employed in the synthesis of important cannabinoid metabolites. © 1992.

Full Text

Duke Authors

Cited Authors

  • Seltzman, HH; Moody, MA; Begum, MK

Published Date

  • June 9, 1992

Published In

Volume / Issue

  • 33 / 24

Start / End Page

  • 3443 - 3446

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/S0040-4039(00)92658-3

Citation Source

  • Scopus