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)orcid ; 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: Journal of Organic Chemistry, 69(7), p. 2577-2579
Publisher: American Chemical Society
Place of Publication: United States of America
ISSN: 0022-3263
1520-6904
Field of Research (FOR): 030599 Organic Chemistry not elsewhere classified
030503 Organic Chemical Synthesis
Socio-Economic Outcome Codes: 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
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