Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide
Publication
, Journal Article
Seltzman, HH; Moody, MA; Begum, MK
Published in: Tetrahedron Letters
June 9, 1992
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.
Duke Scholars
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
June 9, 1992
Volume
33
Issue
24
Start / End Page
3443 / 3446
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
Seltzman, H. H., Moody, M. A., & Begum, M. K. (1992). Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide. Tetrahedron Letters, 33(24), 3443–3446. https://doi.org/10.1016/S0040-4039(00)92658-3
Seltzman, H. H., M. A. Moody, and M. K. Begum. “Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide.” Tetrahedron Letters 33, no. 24 (June 9, 1992): 3443–46. https://doi.org/10.1016/S0040-4039(00)92658-3.
Seltzman HH, Moody MA, Begum MK. Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide. Tetrahedron Letters. 1992 Jun 9;33(24):3443–6.
Seltzman, H. H., et al. “Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide.” Tetrahedron Letters, vol. 33, no. 24, June 1992, pp. 3443–46. Scopus, doi:10.1016/S0040-4039(00)92658-3.
Seltzman HH, Moody MA, Begum MK. Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide. Tetrahedron Letters. 1992 Jun 9;33(24):3443–3446.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
June 9, 1992
Volume
33
Issue
24
Start / End Page
3443 / 3446
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry