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ChemInform Abstract: Intramolecular Photocycloaddition of a Tethered Bis-2,3-dihydro-4-pyridone: Stereochemistry and Reactivity of the Cycloadduct.

✍ Scribed by D. L. COMINS; Y. S. LEE; P. D. BOYLE

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199813144

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✦ Synopsis

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 regiospecific intramolecular aldol reaction yielding the pentacyclic product (V). -(COMINS, D.

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