Lewis Acid-Promoted Cycloaddition Reaction of Cyclopropanes with Allylsilanes

The treatment of cyclopropanes having donor and acceptor substituents at the vicinal positions on the cyclopropane ring with a Lewis acid readily generates a 1, 3-zwitterion, which reacted with allylsilanes to produce cycloadducts and allylic products. It was found that the yield of the cycloadduct...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2001, Vol.49(5), pp.657-658
Hauptverfasser: SUGITA, Yoshiaki, YAMADOI, Shiori, HOSOYA, Hiroki, YOKOE, Ichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:The treatment of cyclopropanes having donor and acceptor substituents at the vicinal positions on the cyclopropane ring with a Lewis acid readily generates a 1, 3-zwitterion, which reacted with allylsilanes to produce cycloadducts and allylic products. It was found that the yield of the cycloadduct depends on the steric demand of the alkyl substituents on the silicon atom.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.49.657