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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 2
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Original Articles

Conversion of Esters to 2-Acetoxy Esters via 2-Nosyloxy Esters

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Pages 223-227 | Received 19 Nov 1990, Published online: 23 Sep 2006

References

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  • Effenberger , F. , Burkard , U. and Willfahrt , J. 1986 . Liebigs Ann. Chem. , : 314 2-Triflyloxy esters give comparable conversions, and they are even more reactive than the nosylates. However, the triflate group cannot be attached oxidatively to esters, but must be formed by condensation with an already-oxidized 2-hydroxy ester. For example see a
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  • Hoffman , R. V. , Kim , H.-O. and Wilson , A. L. 1990 . J. Org. Chem. , 55 : 2820 Alternatively, reductive elimination of p-nitrobenzenesulfinate from the nosyloxy enolate has also been observed. See
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