Reaction of sec-Butyllithium with Triene 1. This reaction was carried out in similar fashion to those using n-butyllithium and ieri-butyllithium. Thus sec-butyllithium (2.3 mL, 4.08 M, 9.48 mmol) in cyclopentane was reacted at 0 °C for 30 min with a solution of triene 1 (1.52 g, 8.02 mmol) in 3 g of dry THE. Quenching with degassed water and separation of products by gas chromatography gave 0.31 g of triene 1 (20.6%), 0.56 g of 5c (37%), 0.4 g of 6c (26.2%), and 0.25 g of 4c (16.2%). Crude samples were purified by high-pressure LC (see above). NMR spectra are summarized in Table I. Mass spectral data: 4c, m/e
We recently reported on the mechanism of the hydrogen chloride catalyzed E to Z isomerization of O-methylbenzohydroximoyl chloride (Scheme I, 1 -*• 2).2 Two(1) Taken in part from the M.S. Thesis of N.M.S., Texas Woman's University, May 1978.
Die durch Chlorwasserstoff katalysierte Isomerisierung zwischen den beiden Verbindungen (I) und (III) erfolgt über die Zwischenstufe (II), die durch die Verwendung von 36Cl‐markierten Verbindungen bewiesen wird.
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