期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 2, 页码 1046-1052出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02629
关键词
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资金
- IBS [IBS-R019-D1]
- Ministry of education
- National Research Foundation of Korea
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.
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