Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury
Publication
, Journal Article
Fry, AJ; Donaldson, WA; Ginsburg, GS
Published in: Journal of Organic Chemistry
January 1, 1979
The α, α's-dibromocycloalkanones of ring size 5-12 were reduced by ultrasonically dispersed mercury in acetic acid. Products were the corresponding cycloalkanone and α-acetoxycycloalkanone. The ratio of these two is quite sensitive to ring size, and this fact is used to support the intermediate formation of 2-hydroxyallyl cations as precursors of the keto acetates. Molecular mechanics calculations support the proposed mechanism. © 1979, American Chemical Society. All rights reserved.
Duke Scholars
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
January 1, 1979
Volume
44
Issue
3
Start / End Page
349 / 352
Related Subject Headings
- Organic Chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
Fry, A. J., Donaldson, W. A., & Ginsburg, G. S. (1979). Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury. Journal of Organic Chemistry, 44(3), 349–352. https://doi.org/10.1021/jo01317a008
Fry, A. J., W. A. Donaldson, and G. S. Ginsburg. “Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury.” Journal of Organic Chemistry 44, no. 3 (January 1, 1979): 349–52. https://doi.org/10.1021/jo01317a008.
Fry AJ, Donaldson WA, Ginsburg GS. Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury. Journal of Organic Chemistry. 1979 Jan 1;44(3):349–52.
Fry, A. J., et al. “Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury.” Journal of Organic Chemistry, vol. 44, no. 3, Jan. 1979, pp. 349–52. Scopus, doi:10.1021/jo01317a008.
Fry AJ, Donaldson WA, Ginsburg GS. Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury. Journal of Organic Chemistry. 1979 Jan 1;44(3):349–352.
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
January 1, 1979
Volume
44
Issue
3
Start / End Page
349 / 352
Related Subject Headings
- Organic Chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry