Journal
ORGANIC LETTERS
Volume 18, Issue 23, Pages 6116-6119Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03122
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- University of Buenos Aires [20020130100466]
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The first general procedure for the synthesis of 5- to 7-membered cyclic iminoethers by microwave-assisted cyclization of omega-amido alcohols promoted by polyphosphoric acid (PEA) esters is presented. 2-Aryl-2-oxazolines and 5,6dihydro-4H-1,3-oxazines were efficiently prepared using ethyl polyphosphate/CHCL3. Trimethylsilyl polyphosphate in solvent-free conditions allowed for the synthesis of hitherto unreported 4,5,6,7-tetrahydro-1,3-oxazepines. The method involves good to excellent yields and short reaction times.The reaction mechanism and the role of PPA esters were investigated in a chiral substrate.
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