Please use this identifier to cite or link to this item:
https://hdl.handle.net/1959.11/15521
Title: | Triphenylphosphine-Induced Ring Contraction of 1,2-Dioxines | Contributor(s): | Greatrex, Ben (author) ; Taylor, Dennis K (author) | Publication Date: | 2004 | DOI: | 10.1021/jo030330c | Handle Link: | https://hdl.handle.net/1959.11/15521 | Abstract: | Triphenylphosphine inserts into the peroxide bond of 1,2-dioxines, initiating ring contraction with loss of triphenylphosphine oxide. This process yields dihydrofuran oxides in 54-97% yield from oxirenyl[2,3-c][1,2]dioxines and dihydrofurans from 3,6-dihydro-1,2-dioxines with inversion of stereochemistry at either the 2 or 5 position in the furan product. | Publication Type: | Journal Article | Source of Publication: | The Journal of Organic Chemistry, 69(7), p. 2577-2579 | Publisher: | American Chemical Society | Place of Publication: | United States of America | ISSN: | 1520-6904 0022-3263 |
Fields of Research (FoR) 2008: | 030599 Organic Chemistry not elsewhere classified 030503 Organic Chemical Synthesis |
Socio-Economic Objective (SEO) 2008: | 970103 Expanding Knowledge in the Chemical Sciences | Peer Reviewed: | Yes | HERDC Category Description: | C1 Refereed Article in a Scholarly Journal |
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Appears in Collections: | Journal Article School of Rural Medicine |
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