Imino Diels-Alder reaction of 2-t-butyldimethylsilyloxycyclohexadiene: Isolation of an azabicyclo[2.2.2]octene silyl enol ether adduct

Timothy N. Birkinshaw, Alethea B. Tabor, Andrew B. Holmes, Paul R. Raithby

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Abstract

The imino Diels-Alder reaction of (1) with 2-t- butyldimethylsilyloxycyclohexadiene (2) gave after acidic work-up mainly the bicyclic enol ethers (5a) (for which a novel X-ray crystal structure determination is reported) and (5b) together with small amounts of bicyclic ketones (3a,b) and cyclohexenones (4a,b).

Original languageEnglish
Pages (from-to)1601-1602
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number24
DOIs
Publication statusPublished - 31 Dec 1988

ASJC Scopus subject areas

  • Molecular Medicine

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