Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones
- Author
- Nejib Jebli, Wouter Debrouwer (UGent) , Jan Berton (UGent) , Kristof Van Hecke (UGent) , Christian Stevens (UGent) and Soufiane Touil
- Organization
- Abstract
- A straightforward regio- and diastereoselective process has been developed for the synthesis of unprecedented symmetrical trans-alpha,alpha '-bis(diphenylphosphoryl)- and alpha,alpha '-bis(diphenylphosphorothioyl)cycloalkanones, through the reaction of cyclic enamines with excess P-chlorodiphenylphosphine in the presence of triethylamine, followed by oxidation or sulfurization and hydrolytic workup.
- Keywords
- enamines, P-chlorodiphenylphosphine, alpha, alpha '-bis(diphenylphosphoryl)cycloalkanones, alpha, alpha '-bis(diphenylphosphorothioyl)cycloalkanones, P-ligands, PHOSPHINE-OXIDE, TRIISOBUTYLPHOSPHINE SULFIDE, BETA-KETOPHOSPHONATES, EXTRACTANT PROPERTIES, LANTHANIDE COMPLEXES, LIGAND, ACID, DERIVATIVES, KETONES, IMINES
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8545187
- MLA
- Jebli, Nejib, et al. “Direct Regio- and Diastereoselective Diphosphonylation of Cyclic Enamines : One-Pot Synthesis of α,Α′-Bis(Diphenylphosphoryl)- and α,Α′-Bis(Diphenylphosphorothioyl)Cycloalkanones.” SYNLETT, vol. 28, no. 10, 2017, pp. 1160–64, doi:10.1055/s-0036-1588970.
- APA
- Jebli, N., Debrouwer, W., Berton, J., Van Hecke, K., Stevens, C., & Touil, S. (2017). Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones. SYNLETT, 28(10), 1160–1164. https://doi.org/10.1055/s-0036-1588970
- Chicago author-date
- Jebli, Nejib, Wouter Debrouwer, Jan Berton, Kristof Van Hecke, Christian Stevens, and Soufiane Touil. 2017. “Direct Regio- and Diastereoselective Diphosphonylation of Cyclic Enamines : One-Pot Synthesis of α,Α′-Bis(Diphenylphosphoryl)- and α,Α′-Bis(Diphenylphosphorothioyl)Cycloalkanones.” SYNLETT 28 (10): 1160–64. https://doi.org/10.1055/s-0036-1588970.
- Chicago author-date (all authors)
- Jebli, Nejib, Wouter Debrouwer, Jan Berton, Kristof Van Hecke, Christian Stevens, and Soufiane Touil. 2017. “Direct Regio- and Diastereoselective Diphosphonylation of Cyclic Enamines : One-Pot Synthesis of α,Α′-Bis(Diphenylphosphoryl)- and α,Α′-Bis(Diphenylphosphorothioyl)Cycloalkanones.” SYNLETT 28 (10): 1160–1164. doi:10.1055/s-0036-1588970.
- Vancouver
- 1.Jebli N, Debrouwer W, Berton J, Van Hecke K, Stevens C, Touil S. Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones. SYNLETT. 2017;28(10):1160–4.
- IEEE
- [1]N. Jebli, W. Debrouwer, J. Berton, K. Van Hecke, C. Stevens, and S. Touil, “Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones,” SYNLETT, vol. 28, no. 10, pp. 1160–1164, 2017.
@article{8545187,
abstract = {{A straightforward regio- and diastereoselective process has been developed for the synthesis of unprecedented symmetrical trans-alpha,alpha '-bis(diphenylphosphoryl)- and alpha,alpha '-bis(diphenylphosphorothioyl)cycloalkanones, through the reaction of cyclic enamines with excess P-chlorodiphenylphosphine in the presence of triethylamine, followed by oxidation or sulfurization and hydrolytic workup.}},
author = {{Jebli, Nejib and Debrouwer, Wouter and Berton, Jan and Van Hecke, Kristof and Stevens, Christian and Touil, Soufiane}},
issn = {{0936-5214}},
journal = {{SYNLETT}},
keywords = {{enamines,P-chlorodiphenylphosphine,alpha,alpha '-bis(diphenylphosphoryl)cycloalkanones,alpha,alpha '-bis(diphenylphosphorothioyl)cycloalkanones,P-ligands,PHOSPHINE-OXIDE,TRIISOBUTYLPHOSPHINE SULFIDE,BETA-KETOPHOSPHONATES,EXTRACTANT PROPERTIES,LANTHANIDE COMPLEXES,LIGAND,ACID,DERIVATIVES,KETONES,IMINES}},
language = {{eng}},
number = {{10}},
pages = {{1160--1164}},
title = {{Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones}},
url = {{http://dx.doi.org/10.1055/s-0036-1588970}},
volume = {{28}},
year = {{2017}},
}
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