ATTENTION: The software behind KU ScholarWorks is being upgraded to a new version. Starting July 15th, users will not be able to log in to the system, add items, nor make any changes until the new version is in place at the end of July. Searching for articles and opening files will continue to work while the system is being updated.
If you have any questions, please contact Marianne Reed at mreed@ku.edu .
A Facilitated Cyclic Ether Formation and Its Potential Application in Solid-Phase Peptide and Organic Synthesis
dc.contributor.author | Shan, Daxian | |
dc.contributor.author | Zheng, Ailian | |
dc.contributor.author | Ballard, C. Eric | |
dc.contributor.author | Wang, Wei | |
dc.contributor.author | Borchardt, Ronald T. | |
dc.contributor.author | Wang, Binghe | |
dc.date.accessioned | 2015-05-13T15:54:04Z | |
dc.date.available | 2015-05-13T15:54:04Z | |
dc.date.issued | 2000 | |
dc.identifier.citation | Shan et al. "A Facilitated Cyclic Ether Formation and Its Potential Application in Solid-Phase Peptide and Organic Synthesis." Chemical and Pharmaceutical Bulletin Vol. 48 (2000) No. 2 P 238-244. http://doi.org/10.1248/cpb.48.238 | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/17746 | |
dc.description.abstract | A "trimethyl lock" system has been known to facilitate lactonization reactions through what has been termed a stereopopulation contorl mechanism. We have found that a similar trimethyl lock system can also facilitate cyclic ether formation with the concomitant release of a carboxylic acid in the presence of anhydrous tetrabutylammonium fluoride. To study this base-mediated trimethyl lock-facilitated cyclic ether formation, we synthesized fifteen model compounds. All model compounds underwent base-mediated cyclic ether formation in high yields at 0°C to room temperature (r.t.) with the concomitant release of the attached carboxylate. Such a system potentially could be used for the development of a two-dimensional linker for solid phase peptide and organic synthesis. | en_US |
dc.publisher | The Pharmaceutical Society of Japan | en_US |
dc.subject | "Trimethyl lock" | en_US |
dc.subject | Cyclization | en_US |
dc.subject | Linker | en_US |
dc.subject | Fluoride | en_US |
dc.subject | Quinone | en_US |
dc.subject | Hydroquinone | en_US |
dc.title | A Facilitated Cyclic Ether Formation and Its Potential Application in Solid-Phase Peptide and Organic Synthesis | en_US |
dc.type | Article | |
kusw.kuauthor | Borchardt, Ronald T. | |
kusw.kudepartment | Department of Pharmaceutical Chemistry | en_US |
dc.identifier.doi | 10.1248/cpb.48.238 | |
dc.identifier.orcid | https://orcid.org/0000-0002-2200-5270 | |
kusw.oaversion | Scholarly/refereed, publisher version | |
kusw.oapolicy | This item does not meet KU Open Access policy criteria. | |
dc.rights.accessrights | openAccess |