Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.

doi:10.1021/JO052429K

Paper

Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.

Published Feb 24, 2006 · V. Nair, A. Deepthi, Manojkumar Poonoth

The Journal of organic chemistry

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Abstract

The zwitterion formed by the reaction of dimethoxycarbene and DMAD adds efficiently to one of the carbonyl groups of 1,2-dicarbonyl compounds and anhydrides to generate dihydrofurans and spirodihydrofurans in good yields. In many cases, the carbene inserts into the C-C bond of the dione to yield masked vicinal tricarbonyl systems.

Study Snapshot

The zwitterion formed by dimethoxycarbene and DMAD efficiently adds to carbonyl groups of 1,2-dicarbonyl compounds and anhydrides to generate highly substituted dihydrofurans and spirodihydrofurans in good yields.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.

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References

Citations

Zwitterionic adducts of N-heterocycles to electrophilic acetylenes as a master key to diversity and complexity of fundamental nitrogen heterocycles

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Selective synthesis of functionalized spiro[indoline-3,2'-pyridines] and spiro[indoline-3,4'-pyridines] by Lewis acid catalyzed reactions of acetylenedicarboxylate, arylamines, and isatins.

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A pseudo multi-component electrochemical synthesis of spiro dihydrofuran derivatives

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