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Aqueous-phase deactivation and intramolecular [2 + 2 + 2] cycloaddition of oxanorbornadiene esters.

ABSTRACT: Both inter- and intramolecular degradation pathways were identified for the aqueous phase deactivation of oxanorbornadiene (OND) electrophiles, and propargylic OND esters were found to undergo facile intramolecular [2 + 2 + 2] homo-Diels-Alder cycloaddition in polar media.

SUBMITTER: Kislukhin AA

PROVIDER: S-EPMC3101023 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Aqueous-phase deactivation and intramolecular [2 + 2 + 2] cycloaddition of oxanorbornadiene esters.

Kislukhin Alexander A AA Higginson Cody J CJ Finn M G MG

Organic letters 20110304 7

Both inter- and intramolecular degradation pathways were identified for the aqueous phase deactivation of oxanorbornadiene (OND) electrophiles, and propargylic OND esters were found to undergo facile intramolecular [2 + 2 + 2] homo-Diels-Alder cycloaddition in polar media. ...[more]

PMID: 21375344

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