Intramolecular Photocycloaddition of a Tethered Bis-2,3-dihydro-4-pyridone: Stereochemistry and Reactivity of the Cycloadduct. -Irradiation of the tethered bis-dihydropyridone (III) provides a single cycloadduct (IV). Unexpectedly, SmI 2 -mediated opening of the cyclobutane ring is followed by a re
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ChemInform Abstract: Tether-Enforced Reversal of Regioselectivity: Head-to-Head (4 + 4) Photocycloaddition of 2-Pyridones.
β Scribed by S. MCN. SIEBURTH; B. SIEGEL
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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3,4-Dihydro-2-pyridones [3,4-Dihydropyridin-2(1H)-ones] 6 were evaluated with respect to their use as alkene components in stereoselective PaternΓ²-BΓΌchi reactions. The parent compound 6a was shown to be a versatile synthetic building block that reacted with various photoexcited aromatic carbonyl com