| dc.contributor.author | Ocampo, Charles Edward | |
| dc.contributor.author | Lee, Doris | |
| dc.contributor.author | Jamison, Timothy F | |
| dc.date.accessioned | 2016-11-15T20:00:07Z | |
| dc.date.available | 2016-11-15T20:00:07Z | |
| dc.date.issued | 2015-02 | |
| dc.date.submitted | 2014-12 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/105334 | |
| dc.description.abstract | Described herein is a novel Lewis acid catalyzed rearrangement–coupling of oxygen heterocycles and bis(diethylamino)chlorophosphine that provides direct formation of the phosphonomethyl ether functionality found in several important antiretroviral agents. A wide range of dioxolanes and 1,3-dioxanes may be employed, furnishing the desired products in good yield. The utility of this method is demonstrated in a novel synthesis of tenofovir, an antiretroviral drug used in the treatment of HIV/AIDS and hepatitis B. | en_US |
| dc.description.sponsorship | Bill & Melinda Gates Foundation (“Medicines for All” Initiative) | en_US |
| dc.description.sponsorship | Natural Sciences and Engineering Research Council of Canada (NSERC Postdoctoral Fellowship) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ol503612h | en_US |
| dc.rights | Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. | en_US |
| dc.source | Prof. Jamison via Erja Kajosalo | en_US |
| dc.title | Selective Lewis Acid Catalyzed Assembly of Phosphonomethyl Ethers: Three-Step Synthesis of Tenofovir | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Ocampo, Charles E., Doris Lee, and Timothy F. Jamison. “Selective Lewis Acid Catalyzed Assembly of Phosphonomethyl Ethers: Three-Step Synthesis of Tenofovir.” Organic Letters 17, no. 4 (February 20, 2015): 820-823. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.approver | Jamison, Timothy F | en_US |
| dc.contributor.mitauthor | Ocampo, Charles Edward | |
| dc.contributor.mitauthor | Lee, Doris | |
| dc.contributor.mitauthor | Jamison, Timothy F | |
| dc.relation.journal | Organic Letters | en_US |
| dc.eprint.version | Author's final manuscript | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dspace.orderedauthors | Ocampo, Charles E.; Lee, Doris; Jamison, Timothy F. | en_US |
| dspace.embargo.terms | N | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0002-4140-8315 | |
| dc.identifier.orcid | https://orcid.org/0000-0002-8601-7799 | |
| mit.license | PUBLISHER_POLICY | en_US |