volume 285 issue 1-3 pages 121-136

Sulfone reagents in organic synthesis

Publication typeJournal Article
Publication date1985-04-01
scimago Q3
wos Q2
SJR0.385
CiteScore4.1
Impact factor2.4
ISSN0022328X, 18728561
Materials Chemistry
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The basic organometallic chemistry of β-silyl-substituted acetylenic, vinylic and alkyl sulfones has been investigated, with attention being given to metallation, carbometallation and the chemical reduction of carbon—carbon unsaturation. 2-Trimethylsilylvinyl and 2-trimethylsilylalkyl sulfones underwent smooth and stereoselective lithiation with RLi on the carbon α to the sulfonyl group. Carbometallation of vinyl sulfones could be achieved with RMgX or LiCuR2, but acetylenic sulfones carbometallated smoothly only with LiCuR2; with RMgX or RLi, these acetylenes underwent alkyldesulfonylation. The utility in synthesis of these metallo derivatives of sulfonyl-silyl-hydrocarbons is discussed and their value in elaborating carbon skeletons is illustrated for the preparation of alkenes, allenes, carbocycles and stereo-defined vinyl sulfones.
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GOST |
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GOST Copy
Eisch J. J., Behrooz M., Dua S. K. Sulfone reagents in organic synthesis // Journal of Organometallic Chemistry. 1985. Vol. 285. No. 1-3. pp. 121-136.
GOST all authors (up to 50) Copy
Eisch J. J., Behrooz M., Dua S. K. Sulfone reagents in organic synthesis // Journal of Organometallic Chemistry. 1985. Vol. 285. No. 1-3. pp. 121-136.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/0022-328X(85)87362-9
UR - https://doi.org/10.1016/0022-328X(85)87362-9
TI - Sulfone reagents in organic synthesis
T2 - Journal of Organometallic Chemistry
AU - Eisch, John J
AU - Behrooz, Mohammad
AU - Dua, Suresh K
PY - 1985
DA - 1985/04/01
PB - Elsevier
SP - 121-136
IS - 1-3
VL - 285
SN - 0022-328X
SN - 1872-8561
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1985_Eisch,
author = {John J Eisch and Mohammad Behrooz and Suresh K Dua},
title = {Sulfone reagents in organic synthesis},
journal = {Journal of Organometallic Chemistry},
year = {1985},
volume = {285},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/0022-328X(85)87362-9},
number = {1-3},
pages = {121--136},
doi = {10.1016/0022-328X(85)87362-9}
}
MLA
Cite this
MLA Copy
Eisch, John J., et al. “Sulfone reagents in organic synthesis.” Journal of Organometallic Chemistry, vol. 285, no. 1-3, Apr. 1985, pp. 121-136. https://doi.org/10.1016/0022-328X(85)87362-9.