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IBS Publications RepositoryCenter for Multidimensional Carbon Materials(다차원 탄소재료 연구단)1. Journal Papers (저널논문)
Burgess Reagent Facilitated Alcohol Oxidations in DMSO
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- Title
- Burgess Reagent Facilitated Alcohol Oxidations in DMSO
- Author(s)
- Prakash R. Sultane; Christopher W. Bielawski
- Subject
- STEREOSELECTIVE-SYNTHESIS, ; DIMETHYL-SULFOXIDE, ; INNER SALT, ; ALDEHYDES, ; AMIDES, ; GENERATION, ; NITRILES, ; KETONES, ; ESTERS, ; DERIVATIVES
- Publication Date
- 2017-01
- Journal
- JOURNAL OF ORGANIC CHEMISTRY, v.82, no.2, pp.1046 - 1052
- Publisher
- AMER CHEMICAL SOC
- Abstract
- The Burgess reagent ([methoxycarbonylsulfamoyl]triethylammonium hydroxide) has historically found utility as a dehydrating agent. Herein we show that, in the presence of dimethyl sulfoxide, the Burgess reagent efficiently and rapidly facilitates the oxidation of a broad range of primary and secondary alcohols to their corresponding aldehydes and ketones in excellent yields and under mild conditions, and can be combined with other transformations (e.g., Wittig olefinations). A mechanism similar to those described for the Pfitzner-Moffatt and Swern oxidations is proposed © 2016 American Chemical Society
- ISSN
- 0022-3263
- Appears in Collections:
- Center for Multidimensional Carbon Materials(다차원 탄소재료 연구단) > 1. Journal Papers (저널논문)
- Files in This Item:
- 12. acs.joc.pdfDownload
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